(1-methyl-1H-pyrrol-2-yl)methanamine → 1-(4-t-butylbenzyl)-3-(1-methyl-1H-pyrrol-2-yl)methylthiourea

HRID 656288Notes

Reaction equation

HRID 656288 reaction equation
[CH3:1][N:2]1[CH:6]=[CH:5][CH:4]=[C:3]1[CH2:7][NH2:8].[C:9]([C:13]1[CH:22]=[CH:21][C:16]([CH2:17][N:18]=[C:19]=[S:20])=[CH:15][CH:14]=1)([CH3:12])([CH3:11])[CH3:10]>C(OCC)(=O)C>[C:9]([C:13]1[CH:22]=[CH:21][C:16]([CH2:17][NH:18][C:19]([NH:8][CH2:7][C:3]2[N:2]([CH3:1])[CH:6]=[CH:5][CH:4]=2)=[S:20])=[CH:15][CH:14]=1)([CH3:12])([CH3:10])[CH3:11]

Participants

4

Reactant 2

HCID 2776207(1-methyl-1H-pyrrol-2-yl)methanamineHCID 148010411-Tert-butyl-4-(isothiocyanatomethyl)benzene

Product 1

HCID 590880651-(4-t-butylbenzyl)-3-(1-methyl-1H-pyrrol-2-yl)methylthioureaYield 75.9%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

(1-methyl-1H-pyrrol-2-yl)methylamine (65 mg) and 4-t-butylbenzylisothiocyanate (120 mg) were dissolved in ethyl acetate (30 ml) and the solution was stirred for 12 hours. After the completion of the reaction, the resulting mixture was purified by column-chromatography (ethyl acetate/hexane=1/3) to yield the compound 17-2 (140 mg, 75%)

Workup

  1. customAfter the completion of the reaction
  2. customthe resulting mixture was purified by column-chromatography (ethyl acetate/hexane=1/3)

Sources & evidence

ORD record
ord-ad0f65674d824e39a75806ea578f636e
Source dataset
uspto-grants-2011_12
Patent number
US08071650B2

Reaction notes

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