Sulfuric Acid → HCID 13065698, compound

HRID 1439353Notes

Reaction equation

HRID 1439353 reaction equation
[C:1]([O:4][CH2:5][C:6]1[CH2:7][S:8][C@@H:9]2[C@H:16]([NH:17][C:18](=[O:25])[CH2:19][C:20]3[S:21][CH:22]=[CH:23][CH:24]=3)[C:15](=[O:26])[N:10]2[C:11]=1[C:12]([O-:14])=[O:13])(=[O:3])[CH3:2].[Na+].ClCCl.[C:31]1([C:37]([C:40]2[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=2)=[N+]=[N-])[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1.S(=O)(=O)(O)O>O>[C:1]([O:4][CH2:5][C:6]1[CH2:7][S:8][C@@H:9]2[C@H:16]([NH:17][C:18](=[O:25])[CH2:19][C:20]3[S:21][CH:22]=[CH:23][CH:24]=3)[C:15](=[O:26])[N:10]2[C:11]=1[C:12]([O:14][CH:37]([C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)[C:40]1[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=1)=[O:13])(=[O:3])[CH3:2]

Participants

6

Reactant 4

HCID 1118Sulfuric AcidHCID 6344DichloromethaneHCID 612301,1'-(Diazomethylene)bis(benzene)HCID 23675321Cephalothin Sodium

Product 1

HCID 13065698HCID 13065698, compoundYield 123.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of sodium (6R, 7R)-3-acetoxymethyl-7-(thien-2-ylacetamido)ceph-3-em-4-carboxylate (4.2 g, 10 mM) in water (50 ml) was added dichloromethane (30 ml) containing diphenyldiazomethane (2.1 g, 11 mM). The solution pH was adjusted to 3.0 over 15 minutes using 10% v/v sulphuric acid. The mixture was separated and the solvent phase washed with water (4 × 50 ml). The solvent was removed in vacuo to give the title compound (6.96 g).

Workup

  1. customThe mixture was separated
  2. washthe solvent phase washed with water (4 × 50 ml)
  3. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-910d31d2ca80470691d182e1b62946d5
Source dataset
uspto-grants-1977_11
Patent number
US04059573

Reaction notes

Loading…