Sodium Chloride → HCID 13393254, 화합물

HRID 2309242노트

반응식

HRID 2309242 반응식
[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=O)=[CH:4][CH:3]=1.ClC(OCC(C)C)=O.Cl.[NH2:20][CH:21]([CH2:25][CH:26]1[C:34]2[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=2)[NH:28][C:27]1=[O:35])[C:22]([OH:24])=[O:23].[Cl-].[Na+]>CN(C)C=O.C(N(CC)CC)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([NH:20][CH:21]([CH2:25][CH:26]2[C:34]3[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=3)[NH:28][C:27]2=[O:35])[C:22]([OH:24])=[O:23])=[O:8])=[CH:9][CH:10]=1

참가 물질

7

반응물 4

HCID 5234Sodium ChlorideHCID 63184-Chlorobenzoic AcidHCID 62365Isobutyl chloroformateHCID 133932472-Amino-3-(2-oxoindolin-3-yl)propanoic acid hydrochloride

생성물 1

HCID 13393254HCID 13393254, 화합물수율 42.5%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매3회HCID 8471Triethylamine용매

실험 절차

To a mixture of 4.84 g of p-chlorobenzoic acid and 4 ml of triethylamine with 50 ml of dimethylformamide, was added dropwise a solution of 3.87 g of isobutyl chloroformate with 2 ml of dimethylformamide, the reaction mixture was stirred at a room temperature for 30 minutes. To the reaction mixture was added dropwise a solution of 5.72 g of 2-amino-3-(oxindol-3-yl)propionic acid hydrochloride prepared in reference example 1 with 3 ml of dimethylformamide, then the whole reaction mixture was stirred at at a room temperature for 30 minutes, next was stirred at 50°-60° C. for 1 hour. After the reaction was completed, the reaction mixture was poured into a large amount of a saturated sodium chloride aqueous solution, and extracted with chloroform. The chloroform layer was washed with water, and dried. The solvent was removed by evaporation to obtain crude crystals, then recrystallized from methanol-water to obtain 3.4 g of 2-(4-chlorobenzoylamino)-3-(oxindol-3-yl)propionic acid 1/4-hydrate in the form of colorless powdery substance. .Melting point: 133°-135° C. (decomp.) [α]D25 -50.3° (C=1, methanol)

후처리

  1. customthe whole reaction mixture
  2. stirringwas stirred at at a room temperature for 30 minutes
  3. stirringnext was stirred at 50°-60° C. for 1 hour
  4. extractionextracted with chloroform
  5. washThe chloroform layer was washed with water
  6. customdried
  7. customThe solvent was removed by evaporation
  8. customto obtain crude crystals
  9. customrecrystallized from methanol-water

출처 및 근거

ORD 기록
ord-00e8f9908c024f10911f081a062a88a1
출처 데이터셋
uspto-grants-1987_09
특허 번호
US04694017

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