Potassium Carbonate → (4-Thioureido-benzyl)-carbamic Acid Tert-butyl Ester

HRID 1976146Notes

Reaction equation

HRID 1976146 reaction equation
C([NH:9][C:10]([NH:12][C:13]1[CH:27]=[CH:26][C:16]([CH2:17][NH:18][C:19](=[O:25])[O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[CH:15][CH:14]=1)=[S:11])(=O)C1C=CC=CC=1.C([O-])([O-])=O.[K+].[K+]>CO.O>[NH2:9][C:10]([NH:12][C:13]1[CH:14]=[CH:15][C:16]([CH2:17][NH:18][C:19](=[O:25])[O:20][C:21]([CH3:23])([CH3:24])[CH3:22])=[CH:26][CH:27]=1)=[S:11]

Participants

5

Reactant 2

HCID 11430Potassium CarbonateHCID 22000388tert-butyl N-(4-{[(benzoylamino)carbothioyl]amino}benzyl)carbamate

Product 1

HCID 22000428(4-Thioureido-benzyl)-carbamic Acid Tert-butyl EsterYield 100%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a stirred near solution of tert-butyl N-(4-{[(benzoylamino)carbothioyl]amino}benzyl)carbamate (10.4 g, 27.0 mmol) in MeOH (150 ml) was added a solution of K2CO3 (8.5 g, 61.5 mmol) in 15 ml water. The solution was stirred at room temperature for 24 hours and filtered to remove a white precipitate. The filtrate was evaporated in vacuo to yield 100% (7.6 g) of the desired product as an off-white solid.

Workup

  1. filtrationfiltered
  2. customto remove a white precipitate
  3. customThe filtrate was evaporated in vacuo

Sources & evidence

ORD record
ord-b8786fb7490c4c7bbe5c0c3e8f72e032
Source dataset
uspto-grants-2001_05
Patent number
US06225330B1

Reaction notes

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