3-Pyridinamine, N,N-dimethyl- → Diphenylmethyl 7-[2-ethoxyimino-2-(5-amino-1,2,4-thiadiazol-3-yl)acetamido]-3-(3-dimethylamino-1-pyridiniomethyl)-3-cephem-4-carboxylate-1-oxide chloride

HRID 1247921

반응식

HRID 1247921 반응식
[CH2:1]([O:3][N:4]=[C:5]([C:37]1[N:41]=[C:40]([NH2:42])[S:39][N:38]=1)[C:6]([NH:8][CH:9]1[C:35](=[O:36])[N:11]2[C:12]([C:19]([O:21][CH:22]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)[C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)=[O:20])=[C:13]([CH2:17][Cl:18])[CH2:14][S:15](=[O:16])[C@H:10]12)=[O:7])[CH3:2].[CH3:43][N:44]([CH3:51])[C:45]1[CH:46]=[N:47][CH:48]=[CH:49][CH:50]=1>O1CCCC1>[Cl-:18].[CH2:1]([O:3][N:4]=[C:5]([C:37]1[N:41]=[C:40]([NH2:42])[S:39][N:38]=1)[C:6]([NH:8][CH:9]1[C:35](=[O:36])[N:11]2[C:12]([C:19]([O:21][CH:22]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)[C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)=[O:20])=[C:13]([CH2:17][N+:47]3[CH:48]=[CH:49][CH:50]=[C:45]([N:44]([CH3:51])[CH3:43])[CH:46]=3)[CH2:14][S:15](=[O:16])[C@H:10]12)=[O:7])[CH3:2]

참가 물질

4

반응물 2

HCID 1233783-Pyridinamine, N,N-dimethyl-HCID 131714232Diphenylmethyl 7-[2-ethoxyimino-2-(5-amino-1,2,4-thiadiazol-3-yl)acetamido]-3-chloromethyl-3-cephem-4-carboxylate-1-oxide

생성물 1

HCID 131714230Diphenylmethyl 7-[2-ethoxyimino-2-(5-amino-1,2,4-thiadiazol-3-yl)acetamido]-3-(3-dimethylamino-1-pyridiniomethyl)-3-cephem-4-carboxylate-1-oxide chloride수율 88.8%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A mixture of diphenylmethyl 7-[2-ethoxyimino-2-(5-amino-1,2,4-thiadiazol-3-yl)acetamido]-3-chloromethyl-3-cephem-4-carboxylate-1-oxide (syn isomer) (3 g) and 3-dimethylaminopyridine (0.7 g) in tetrahydrofuran (20 ml) was stirred for 2.5 hours at 48° to 50° C. The resulting precipitate was filtered, washed with tetrahydrofuran and dried to give diphenylmethyl 7-[2-ethoxyimino-2-(5-amino-1,2,4-thiadiazol-3-yl)acetamido]-3-(3-dimethylamino-1-pyridiniomethyl)-3-cephem-4-carboxylate-1-oxide chloride (syn isomer) (3.18 g), mp 120° to 130° C. (dec.).

후처리

  1. filtrationThe resulting precipitate was filtered
  2. washwashed with tetrahydrofuran
  3. customdried

출처 및 근거

ORD 기록
ord-6f97d0a7d6d54560832c5963a9fd8dfa
출처 데이터셋
uspto-grants-1985_06
특허 번호
US04521413

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