Category: 18791-02-1

Okawara, Tadashi published the artcileFacile synthesis of four-, five-, six-, and seven-membered heterocyclic compounds by the reaction of hydrazines and thiosemicarbazides with α- and β-halogenoacyl halides in a two-phase system, Application of 2,3-Dibromopropionylchloride, the publication is Journal of Chemical Research, Synopses (1987), 254-5, database is CAplus.

Phase-transfer cyclization of RNHNHR (I, R = Ph, Me) with R¹CHXCOCl (II, R¹ = H, X = Cl; R¹ = Me, Et, Ph, X = Br) in the presence of PhCH₂N⁺Et₃ Cl^– gave diazetidinones III (R² = R) in 20-45% yields. Cyclization of thiosemicarbazides R³NHCSNHNH₂ (R³ = Bu, cyclohexyl, PhCH₂, Ph) with ClCH₂COCl gave diazetidinones III [R = R¹ = H, R² = C(:NR³)SCOCH₂Cl] in 52-84% yields. Similar cyclization of R⁴NHCSNMeNHMe (R⁴ = Ph, cyclohexyl, 1-naphthyl) with II gave thiadiazinone derivatives IV in 52-81% yields. Cyclization of I (R = Ph) with XCH₂CR⁵R⁶COCl (V, R⁵ = H, Me, R⁶ = X = Br; R⁵ = R⁶ = Me, X = Cl) gave diphenylpyrazolinones VI. Phase-transfer cyclization of R⁷NHCSNR⁸NH₂ (R⁷ = cyclohexyl, R⁸ = H, Me) with V (R⁵ = R⁶ = Me, X = Cl) gave 1,3,4-thiadiazepines, e.g. VII, along with azetidinone derivatives

Journal of Chemical Research, Synopses published new progress about 18791-02-1. 18791-02-1 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is 2,3-Dibromopropionylchloride, and the molecular formula is C3H3Br2ClO, Application of 2,3-Dibromopropionylchloride.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Okawara, Tadashi published the artcileA facile preparation of 4-thiazolone derivatives from thioamides and various haloacyl halides in a biphase system, Category: chlorides-buliding-blocks, the publication is Chemical & Pharmaceutical Bulletin (1985), 33(8), 3479-83, database is CAplus.

The reaction of thioamides with various haloacyl halides was carried out in saturate NaHCO₃-CH₂Cl₂ and 5% NaOH-CH₂Cl₂ to give several kinds of 4-thiazolones, e.q. I, thiazin-4-one II, and spiro compounds, e.g. III. Thus, PhCSNH₂ was treated with BrCH₂CO₂Br in satd NaHCO₃-CH₂Cl₂ to give 62% I.

Chemical & Pharmaceutical Bulletin published new progress about 18791-02-1. 18791-02-1 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is 2,3-Dibromopropionylchloride, and the molecular formula is C3H3Br2ClO, Category: chlorides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Takano, Seiichi published the artcileConcise enantioselective synthesis of acromelic acid A, HPLC of Formula: 18791-02-1, the publication is Journal of the American Chemical Society (1987), 109(18), 5523-4, database is CAplus.

A concise enantioselective synthesis of acromelic acid A (I), a potent neuroexcitory amino acid from the poisonous Japanese mushroom Clitocybe acromelalga, has been accomplished using (S)-O-benzylglycidol (II) as chiral template. The key step was the stereoselective intramol. cycloaddition of aziridine III at 200° to give pyrrolopyranone IV.

Journal of the American Chemical Society published new progress about 18791-02-1. 18791-02-1 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is 2,3-Dibromopropionylchloride, and the molecular formula is C5H5F3O2, HPLC of Formula: 18791-02-1.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Davidson, R. Stephen published the artcileThe efficiency of reaction between reactive fluorescent whitening agents and wool, Application In Synthesis of 18791-02-1, the publication is Journal of the Society of Dyers and Colourists (1988), 104(2), 86-93, database is CAplus.

Three potential fluorescent whitening agents (I; R = A, COCH₂Cl, or COCBr:CH₂) containing halogen atoms which intramol. quench fluorescence were prepared and applied to wool serge by 4 different methods to evaluate the effect of method of application on the extent to which bonds are established. The particular pad-batch method of application exerted considerable influence on the extent of covalent reaction between the wool and reactive fluorescent whitener. Complete displacement of all halogen atoms by nucleophilic groups in wool did not occur when the fluorescent whiteners were applied by cold pad-batch methods. Treatment with morpholine, Na₂CO₃, or water was necessary to develop the full potential fluorescence yield of whitener on the fabric. No fluorescence was observed when com. fluorescent whiteners, e.g., Photine HV and Blankophor BA, were applied to brominated wool, confirming that the presence of halogen atoms leads to fluorescence quenching via the heavy atom effect. The fluorescence of the whiteners was restored when the brominated fabrics were subjected to a reduction treatment. Application of the whiteners by exhaustion, with thiourea present in the liquor, at high temperatures always produced strongly fluorescent fabrics, implying that the halogen atoms were completely displaced using this application method. It is not yet possible to state whether reactions leading to covalent bonds with the fiber or hydrolysis are occurring.

Journal of the Society of Dyers and Colourists published new progress about 18791-02-1. 18791-02-1 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is 2,3-Dibromopropionylchloride, and the molecular formula is C3H3Br2ClO, Application In Synthesis of 18791-02-1.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Sweis, Ramzi F. published the artcile2-(4-carbonylphenyl)benzoxazole inhibitors of CETP: scaffold design and advancement in HDLc-raising efficacy, HPLC of Formula: 18791-02-1, the publication is Bioorganic & Medicinal Chemistry Letters (2011), 21(6), 1890-1895, database is CAplus and MEDLINE.

The development of 2-phenylbenzoxazoles as inhibitors of cholesteryl ester transfer protein (CETP) is described. Initial efforts aimed at engineering replacements for the aniline substructures in the benchmark mol. I. Reversing the connectivity of the central aniline lead to a new class of 2-(4-carbonylphenyl)benzoxazoles. Structure-activity studies at the C-7 and terminal pyridine ring allowed for the optimization of potency and HDLc-raising efficacy in this new class of inhibitors. These efforts lead to the discovery of benzoxazole II, which raised HDLc by 24 mg/dL in the transgenic mouse PD model.

Bioorganic & Medicinal Chemistry Letters published new progress about 18791-02-1. 18791-02-1 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is 2,3-Dibromopropionylchloride, and the molecular formula is C10H17N3O2, HPLC of Formula: 18791-02-1.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Otto, Sijbren published the artcileDynamic Combinatorial Libraries of Macrocyclic Disulfides in Water, Safety of 2,3-Dibromopropionylchloride, the publication is Journal of the American Chemical Society (2000), 122(48), 12063-12064, database is CAplus.

The disulfide exchange reaction was employed to generate dynamic combinatorial libraries (DCLs) of macrocyclic disulfides starting from five structurally diverse dithiol building blocks, e.g. I and II. The diverse library forms under mild conditions in a single step and surpasses existing DCLs in the fact that no external catalyst is required for the exchange process.

Journal of the American Chemical Society published new progress about 18791-02-1. 18791-02-1 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is 2,3-Dibromopropionylchloride, and the molecular formula is C3H3Br2ClO, Safety of 2,3-Dibromopropionylchloride.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Whitfield, Robert E. published the artcileFlame-resistant wool. IV. Chemical modification of wool with haloorganic acid halides, Application of 2,3-Dibromopropionylchloride, the publication is Textile Research Journal (1972), 42(9), 533-5, database is CAplus.

The flame resistance of wool fabrics was increased by treatment with aliphatic haloorganic acid halides, e.g. trichloroacetyl chloride [76-02-8] and 2-bromopropionyl bromide [563-76-8], in DMF for 15-30 min at 50°; both Cl and Br derivatives were effective. At least 2% combined halogen was necessary to protect woolen fabrics. The flame resistance was durable to drycleaning and laundering. Prior stabilization of the fabric to felting shrinkage was needed to evaluate durability of flame resistance to laundering.

Textile Research Journal published new progress about 18791-02-1. 18791-02-1 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is 2,3-Dibromopropionylchloride, and the molecular formula is C10H12O5, Application of 2,3-Dibromopropionylchloride.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Jennings, Lee D. published the artcileDesign and synthesis of indolo[2,3-a]quinolizin-7-one inhibitors of the ZipA-FtsZ interaction, HPLC of Formula: 18791-02-1, the publication is Bioorganic & Medicinal Chemistry Letters (2004), 14(6), 1427-1431, database is CAplus and MEDLINE.

The binding of FtsZ to ZipA is a potential target for antibacterial therapy. Based on a small mol. inhibitor of the ZipA-FtsZ interaction, a parallel synthesis of small mols. was initiated which targeted a key region of ZipA involved in FtsZ binding. The X-ray crystal structure of one of these mols. complexed with ZipA was solved. The structure revealed an unexpected binding mode, facilitated by desolvation of a loosely bound surface water.

Bioorganic & Medicinal Chemistry Letters published new progress about 18791-02-1. 18791-02-1 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is 2,3-Dibromopropionylchloride, and the molecular formula is C3H3Br2ClO, HPLC of Formula: 18791-02-1.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Marvel, C. S. published the artcileVinyl polymers. X. Polymers of the α-haloacrylic acids and their derivatives, Safety of 2,3-Dibromopropionylchloride, the publication is Journal of the American Chemical Society (1940), 3495-8, database is CAplus.

cf. C. A. 34, 7863.8. Passing Cl into a mixture of 2265 g. tech. Me acrylate and 1 l. MeOH at a temperature below 40° for 5-6 h. gives 85% of the Me ester (I) of III, b₂₁ 72-5°; Br gives 85-8% of the Me ester (II) of IV, b₂₂ 96-8°. Refluxing 175 g. of I and 500 cc. 20% HCl for 5 h. and extracting with 3 100-cc. portions of CHCl₃ give a 65% yield of crude ClCH₂CHClCO₂H (III); II gives 72% of BrCH₂CHBrCO₂H (IV) on hydrolysis with 48% HBr. With SOCl₂ III gives 53% of the acid chloride (V), b₁₆ 52-4°, and IV gives 77% of the acid chloride (VI), b₁₈ 81-4°. With excess of the proper alc. (heating at 100° for 10 min.) V gives the following esters of III: sec-Bu, b₂₅ 65-6°, n_D²⁰ 1.4423, d₂₀²⁰ 1.150, 88%; cyclohexyl, b₂ 95-7°, n_D²⁰ 1.4752, 91%; β-chloroethyl, b₂₂ 123-6°, n_D²⁰ 1.4739. VI gives the esters of IV: sec-Bu, b₂₆ 130-5°, n_D²⁰ 1.4855, d₂₀²⁰ 130-2°, 89%; cyclohexyl, b₂ 130-2°, n_D²⁰ 1.5139, 93%. PhOH and C₅H₅N with V yield 41% of the Ph ester of III, b₁₈ 130-5°, n_D²⁰ 1.5262; VI gives 45.5% of the Ph ester of IV, b₂ 132-5°, n_D²⁰ 1.5598. The α-haloacrylates were prepared by heating about 0.07 mol of the above esters and 0.10 mol of quinoline, quinaldine or PhNEt₂ at 100° for 10 min. in a N atm. α-Chloroacrylic esters: Et, b₁₈ 51-3°, n_D²⁰ 1.4384, 81%; sec-Bu, b₂₃ 73-3.5°, n_D²⁰ 1.4360, 58%; cyclohexyl, b₂ 51-2°, n_D²⁰ 1.4735, 69%; Ph, b₈ 91-3°, n_D²⁰ 1.5808, 25%; β-chloroethyl, b₂₀ 94-6°, n_D²⁰ 1.4729, 45%. α-Bromoacrylic esters: sec-Bu, b₂₃ 80-2°, n_D²⁰ 1.4660, d₂₀²⁰ 1.303, 72%; cyclohexyl, b₄ 100-6°, n_D²⁰ 1.4954, 54%; Ph, b₂ 95-6°, n_D²⁰ 1.5480, 46%. These esters polymerize on standing at room temperature for 2-3 wk, on heating at 100° for 20-30 min., by the action of UV light for 6-8 h., in the presence of Bz₂O₂, etc. In bulk polymerization experiments clear, hard glassy products were obtained; the polymers precipitated from dioxane by ether or alc. are white powders. Poly-α-chloroacrylic esters: Et, decomposes 160-70°, n²⁵ 1.502; sec-Bu, decomposes 160-5°, n²⁵ 1.500; cyclohexyl, decomposes 210-35°, n²⁵ 1.532; Ph, decomposes 160-8°; β-chloroethyl, decomposes 230-40°, n²⁵ 1.533. α-Br derivatives: Et, decomposes 125-30°; sec-Bu, decomposes 150-60°, n²⁵ 1.542; cyclohexyl, decomposes 140-50°, n²⁵ 1.547; Ph, decomposes 175-85°, n²⁵ 1.612. CH₂:CClCO₂H (VII) results in 62% yield by adding dropwise 110 g. of I to 275 g. Ba(OH)₂.8H₂O and 500 cc. H₂O, stirring 2 h. and adding 62.5 g. concentrated H₂SO₄ in 125 cc. H₂O, extracting with 5 200-cc. portions of ether containing hydroquinone and crystallizing from petr. ether. CH₂:CBrCO₂H (VIII) similarly results in 70% yield from II. Illumination of 75 g. VII in 500 cc. anhydrous ether for 3 days gives 55 g. of the polymer (IX), m. about 300°; it is soluble in cold H₂O and forms clear, tough films. Addition of 0.1 g. Bz₂O₂ to 10 g. VII at 70° causes polymerization in 15 min. (5.5 g. of IX); boiling 10 g. IX with 50 cc. H₂O gives a gel, hardening to an easily pulverizable mass, which analyzes for C₃H₂O₂; it is apparently a cross-linked lactone with some HO groups. Dropwise addition of 25 g. of ClCH₂CHClCOCl to 25 g. of PhNEt₂ at 85° and 70-80 mm. gives 37% of the chloride, of VII, b₇₈ 45-8°, n_D²⁰ 1.4689; illumination in CCl₄ for 3 days gives 67% of the polymer, m. 210-25°; the film from 1 g. in 10 cc. H₂O resembles that of IX. The polymer of VIII is relatively unstable and loses HBr rapidly at room temperature ClCH₂CH₂COCl (50 g.) and 35 g. HOC₂H₄Cl give 62 g. (92%) of β-chloroethyl β-chloropropionate, b₂₀ 109-11°, n_D²⁰ 1.4600; treatment with quinoline at 150-60° for 20 min. gives 53% of β-chloroethyl acrylate, b₂₀ 64-6°, n_D²⁰ 1.4490; the polymer is a soft rubbery material which did not harden on longer illumination.

Journal of the American Chemical Society published new progress about 18791-02-1. 18791-02-1 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is 2,3-Dibromopropionylchloride, and the molecular formula is C3H3Br2ClO, Safety of 2,3-Dibromopropionylchloride.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Church, J. S. published the artcileLanasol dyes and wool fibers. Part II: Model studies on the mechanism of dye fixation in an aqueous system, Synthetic Route of 18791-02-1, the publication is Dyes and Pigments (1998), 39(4), 313-333, database is CAplus.

The mechanism of the fixation of Lanasol dyes to the various amino acid side chain sites within wool protein was investigated using model compounds in a mixed solvent system. As the dyeing of wool is generally carried out in an aqueous system at the boil it was felt that the model system would be more accurate if the compounds studied were water soluble The synthesis of the sulfonated version of the model reactive dye compound used in Part I and its subsequent reaction with model wool compds is reported. In addition, a model compound based on benzenesulfonic acid, and an actual com. Lanasol dye were also reacted. The reaction products were isolated by chromatog. and then characterized by proton and carbon-13 NMR, and electrospray mass spectroscopy. In general the results were consistent with those obtained from the study carried out in the acetone/water solvent system. The dibromo form of the dye reactive group is only converted to the monobromo form in the presence of model wool compounds and both forms react with model wool compounds to yield the same products. Amines reacted with the model dyes to form a product containing an aziridine ring, but no evidence for the proposed reaction of this ring with a second nucleophilic wool site to form a crosslink between 2 protein chain segments could be detected. In the few cases where an aziridine ring structure was not formed, the products obtained were found to support a Michael addition (1,4-addition) reaction mechanism. Unlike the results found for the mixed solvent system, the wool models for N-terminal groups did not react with the model dye compounds

Dyes and Pigments published new progress about 18791-02-1. 18791-02-1 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is 2,3-Dibromopropionylchloride, and the molecular formula is C3H3Br2ClO, Synthetic Route of 18791-02-1.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics