Vinyl chloroformate → HCID 14154325, compound

HRID 231159Notes

Reaction equation

HRID 231159 reaction equation
[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][S:9][C:10]2[NH:14][C:13]3=[CH:15][S:16][CH:17]=[C:12]3[N:11]=2)=[N:6][CH:7]=1.Cl[C:19]([O:21][CH:22]=[CH2:23])=[O:20]>>[CH:22]([O:21][C:19]([N:11]1[C:12]2=[CH:17][S:16][CH:15]=[C:13]2[N:14]=[C:10]1[S:9][CH2:8][C:5]1[CH:4]=[CH:3][C:2]([CH3:1])=[CH:7][N:6]=1)=[O:20])=[CH2:23]

Participants

3

Reactant 2

HCID 78808Vinyl chloroformateHCID 14014797HCID 14014797, compound

Product 1

HCID 14154325HCID 14154325, compoundYield 41.5%

Procedure

In analogy to Example 15 1.5 g of crude product were obtained from 2.1 g (8 mmol) of 2-(5-methyl-2-picolylmercapto)-1H-thieno[3,4-d]imidazole and 0.85 g (0.72 ml, 8 mmol) of vinyl chloroformate and were chromatographed on SiO2 (CH2Cl2 /MeOH 50:1). 1.1 g of title compound were obtained by crystallization from diisopropyl ether. Melting point 78°-80° C.

Workup

  1. customwere chromatographed on SiO2 (CH2Cl2 /MeOH 50:1)

Sources & evidence

ORD record
ord-9fde857bec604d73a6a16d05020c8e5e
Source dataset
uspto-grants-1989_07
Patent number
US04845118

Reaction notes

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