HRID866871

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID313

Hydrochloric Acid

ClH

HCID14039

Monoacetyl hydrazine

C2H6N2O

结构：O=CC1=CS[C@@H]2C(NC(=O)Cc3cccs3)C(=O)N2C1C(=O)OC(c1ccccc1)c1ccccc1

HCID88777142

未命名化合物

PRODUCTS

生成物

结构：CC(=O)NN=CC1=CS[C@@H]2C(NC(=O)Cc3cccs3)C(=O)N2C1C(=O)OC(c1ccccc1)c1ccccc1

HCID131711158

未命名化合物

收率 83%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID962

Water

H2O

溶剂HCID8028

Tetrahydrofuran

C4H8O

PROCEDURE

实验过程

In a procedure similar to that described in Example I-3, diphenylmethyl 3-formyl-7-(2-thienylacetamido)-2-cephem-4-carboxylate (104 mg) and acetylhydrazine (30 mg) are left to react in a mixture of tetrahydrofuran (8 ml) and water (1.5 ml) in the presence of hydrochloric acid (2 equivalents) at room temperature overnight to give diphenylmethyl 3-(2-acetylhydrazono)methyl-7-(2-thienylacetamido)-2-cephem-4-carboxylate (95 mg). m.p. 168-178° C (decomposition). Yield: 83%. IR: λmaxNujol 3280, 1760, 1743, 1695, 1667, 1697, 1677, 1538cm-1. UV: λmaxEtOH 301nm(ε=31700). NMR: δCDCl 3 (60MHz) 1.82s3H, 3.82s2H, 5.07d(4Hz)1H, 5.40s1H, 5.50br1H, 6.63br1H, 6.83s1H. 6.88-7.58m15-16H. [α]D23 +416° (c= 0.501, CHCl3).

WORKUP

后处理

waitare left

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-7d3cafdd28c14a21b857635a38bab872
来源数据集: uspto-grants-1978_07
DOI: 10.6084/m9.figshare.5104873.v1
专利: US04101658
来源说明: uspto-grants-1978_07

反应 SMILES

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