Ethanethiol → HCID 68130736, compound

HRID 1576063Notes

Reaction equation

HRID 1576063 reaction equation
[N+](=[CH:3][C:4]1[CH2:5][S:6][C@@H:7]2[C@H:27]([NH:28][C:29](=[O:36])[CH2:30][C:31]3[S:32][CH:33]=[CH:34][CH:35]=3)[C:26](=[O:37])[N:8]2[C:9]=1[C:10]([O:12][CH:13]([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[O:11])=[N-].[CH2:38]([SH:40])[CH3:39]>>[CH2:38]([S:40][CH2:3][C:4]1[CH2:5][S:6][C@@H:7]2[C@H:27]([NH:28][C:29](=[O:36])[CH2:30][C:31]3[S:32][CH:33]=[CH:34][CH:35]=3)[C:26](=[O:37])[N:8]2[C:9]=1[C:10]([O:12][CH:13]([C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[O:11])[CH3:39]

Participants

3

Reactant 2

HCID 6343EthanethiolHCID 131710446HCID 131710446, compound

Product 1

HCID 68130736HCID 68130736, compound

Procedure

A solution of benzhydryl 3-diazomethyl-7β-(2-thienylacetamido)-ceph-3-em-4-carboxylate (9.0 × 10-4 mole), prepared by the process described in Example 2, and ethanethiol (5 ml.) is stirred at room temperature for 15 minutes. The excess ethanethiol is removed in vacuo and the residue chromatographed over silica gel with chloroform:acetone (10:1) to give benzhydryl 3-ethylthiomethyl-7β-(2-thienylacetamido)-ceph-3-em-4-carboxylate.

Workup

  1. customThe excess ethanethiol is removed in vacuo
  2. customthe residue chromatographed over silica gel with chloroform:acetone (10:1)

Sources & evidence

ORD record
ord-9492f837debd4bf39c69bb956aeb82ef
Source dataset
uspto-grants-1976_09
Patent number
US03979384

Reaction notes

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