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Acetic Acid → HCID 13386106, 화합물

HRID 1194893
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HRID 1194893 반응식
[OH:1]/[N:2]=[C:3](/[C:7]1[N:8]=[C:9]([NH:12][C:13]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[S:10][CH:11]=1)\[C:4]([OH:6])=[O:5].[C:32]1([C:38]([C:41]2[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=2)=[N+]=[N-])[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1.C(O)(=O)C>ClCCl>[OH:1]/[N:2]=[C:3](/[C:7]1[N:8]=[C:9]([NH:12][C:13]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)[S:10][CH:11]=1)\[C:4]([O:6][CH:38]([C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)[C:41]1[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=1)=[O:5]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 176Acetic AcidHCID 612301,1'-(Diazomethylene)bis(benzene)HCID 11732720HCID 11732720, 화합물

생성물 1

HCID 13386106HCID 13386106, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

(Z)-2-Hydroxyimino-2-(2-tritylaminothiazol-4-yl)acetic acid (4.2 g) as a suspension in dichloromethane (150 ml) was treated with a solution of diphenyldiazomethane (1.91 g) in dichloromethane (50 ml) in a dropwise fashion, over 5 min. After 2 h stirring at room temperature, acetic acid (1 ml) was added and stirred for a further 30 min. The solution was washed with saturated sodium bicarbonate and water, dried and filtered. Removal of solvent in vacuo gave a yellow crisp foam which was purified by chromatography on silica gel eluting with ethyl acetate/hexane. The title compound was obtained as a white solid; νmax (CH2Cl2) 1735, 1520 and 1490 cm-1 ; δH (CDCl3) 6.16 (1H, s), 7.17 (1H, s). 7.22-7.50 (25H, m). [Mass spectrum: +ve ion (thioglycerol) MNa+ (596)].

후처리

  1. stirringstirred for a further 30 min
  2. washThe solution was washed with saturated sodium bicarbonate and water
  3. customdried
  4. filtrationfiltered
  5. customRemoval of solvent in vacuo
  6. customgave a yellow crisp foam which
  7. customwas purified by chromatography on silica gel eluting with ethyl acetate/hexane

출처 및 근거

ORD 기록
ord-82ebd275957242c58b91ad1f5496e2bc
출처 데이터셋
uspto-grants-1989_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04816452

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