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Sulfuric Acid → 3-(4-Nitro-phenyl)-5-[(2-oxo-pyrrolidine-1-carbonyl)-amino]-isothiazole-4-carboxylic acid amide

HRID 871007
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반응식

HRID 871007 반응식
[C:1]([C:3]1[C:4]([C:19]2[CH:24]=[CH:23][C:22]([N+:25]([O-:27])=[O:26])=[CH:21][CH:20]=2)=[N:5][S:6][C:7]=1[NH:8][C:9]([NH:11][CH2:12][CH2:13][CH2:14][C:15](OC)=[O:16])=[O:10])#[N:2].S(=O)(=O)(O)[OH:29]>>[N+:25]([C:22]1[CH:21]=[CH:20][C:19]([C:4]2[C:3]([C:1]([NH2:2])=[O:29])=[C:7]([NH:8][C:9]([N:11]3[CH2:12][CH2:13][CH2:14][C:15]3=[O:16])=[O:10])[S:6][N:5]=2)=[CH:24][CH:23]=1)([O-:27])=[O:26]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

3

반응물 2

HCID 1118Sulfuric AcidHCID 86689227Methyl 4-[({[4-cyano-3-(4-nitrophenyl)isothiazol-5-yl]amino}carbonyl)amino]butanoate

생성물 1

HCID 716216273-(4-Nitro-phenyl)-5-[(2-oxo-pyrrolidine-1-carbonyl)-amino]-isothiazole-4-carboxylic acid amide수율 99%

반응 조건

온도
45 °C

실험 절차

Methyl 4-[({[4-cyano-3-(4-nitrophenyl)isothiazol-5-yl]amino}carbonyl)amino]butanoate (10.0 g) was added portion wise to concentrated sulfuric acid (50.0 mL) at ambient temperature over 20 min. The resulting suspension was heated to 45° C. over 90 min. The reaction mixture was cooled to ambient temperature. The reaction mixture was poured into ice water (600 ml), stirred for 30 min. The solid which formed was collected and washed with water then dried in vacuo to give the titlee compound as off white solid (10.2 g, 99%).

후처리

  1. temperatureThe reaction mixture was cooled to ambient temperature
  2. customThe solid which formed
  3. customwas collected
  4. washwashed with water
  5. customthen dried in vacuo

출처 및 근거

ORD 기록
ord-0fa5f32a13df4320ba790b44f8e26357
출처 데이터셋
uspto-grants-2015_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08969583B2

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