1,1'-Thiocarbonyldiimidazole → tert-Butyl 4-carbamothioylpiperazine-1-carboxylate

HRID 1597460Notes

Reaction equation

HRID 1597460 reaction equation
[C:1](N1C=CN=C1)([N:3]1C=CN=C1)=[S:2].[C:13]([O:17][C:18]([N:20]1[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]1)=[O:19])([CH3:16])([CH3:15])[CH3:14]>>[C:13]([O:17][C:18]([N:20]1[CH2:25][CH2:24][N:23]([C:1](=[S:2])[NH2:3])[CH2:22][CH2:21]1)=[O:19])([CH3:16])([CH3:14])[CH3:15]

Participants

3

Reactant 2

HCID 802641,1'-ThiocarbonyldiimidazoleHCID 143452tert-Butyl piperazine-1-carboxylate

Product 1

HCID 12093220tert-Butyl 4-carbamothioylpiperazine-1-carboxylateYield 37.9%

Procedure

The title compound (1.5 g) was prepared from 3.01 g (16.91 mmol) of thiocarbonyldiimidazole and 3.0 g (16.12 mmol) of 1-tert-butoxycarbonyl-piperazine according to the method of Intermediate 53 followed by purification via trituration with diethyl ether: low resolution MS (ES) m/e 246 (MH+).

Workup

  1. customfollowed by purification via trituration with diethyl ether

Sources & evidence

ORD record
ord-55dbdad3a10a4bf8aa71cdc0dcf70d7a
Source dataset
uspto-grants-2001_09
Patent number
US06294580B1

Reaction notes

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