HRID1247921

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID123378

3-Pyridinamine, N,N-dimethyl-

C7H10N2

结构：CCON=C(C(=O)NC1C(=O)N2C(C(=O)OC(c3ccccc3)c3ccccc3)=C(CCl)CS(=O)[C@H]12)c1nsc(N)n1

HCID131714232

未命名化合物

PRODUCTS

生成物

结构：CCON=C(C(=O)NC1C(=O)N2C(C(=O)OC(c3ccccc3)c3ccccc3)=C(C[n+]3cccc(N(C)C)c3)CS(=O)[C@H]12)c1nsc(N)n1.[Cl-]

HCID131714230

未命名化合物

收率 88.8%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID8028

Tetrahydrofuran

C4H8O

PROCEDURE

实验过程

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.).

WORKUP

后处理

filtrationThe resulting precipitate was filtered
washwashed with tetrahydrofuran
customdried

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-6f97d0a7d6d54560832c5963a9fd8dfa
来源数据集: uspto-grants-1985_06
DOI: 10.6084/m9.figshare.5104873.v1
专利: US04521413
来源说明: uspto-grants-1985_06

反应 SMILES

[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]