Methyl 4-aminothiophene-3-carboxylate → N-(4-bromobutyl)-N'-(4-carbomethoxythien-3-yl)urea

HRID 2165198Notes

Reaction equation

HRID 2165198 reaction equation
[NH2:1][C:2]1[C:3]([C:7]([O:9][CH3:10])=[O:8])=[CH:4][S:5][CH:6]=1.[Br:11][CH2:12][CH2:13][CH2:14][CH2:15][N:16]=[C:17]=[O:18]>C1(C)C=CC=CC=1>[Br:11][CH2:12][CH2:13][CH2:14][CH2:15][NH:16][C:17]([NH:1][C:2]1[C:3]([C:7]([O:9][CH3:10])=[O:8])=[CH:4][S:5][CH:6]=1)=[O:18]

Participants

4

Reactant 2

HCID 2777610Methyl 4-aminothiophene-3-carboxylateHCID 149715841-Bromo-4-isocyanatobutane

Product 1

HCID 15697666N-(4-bromobutyl)-N'-(4-carbomethoxythien-3-yl)urea

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Methyl 4-aminothiophene-3-carboxylate was reacted with one equivalent of 4-bromobutylisocyanate in toluene at room temperature for 12 hours to produce N-(4-bromobutyl)-N'-(4-carbomethoxythien-3-yl] urea as a tan solid, mp 85°-86° C.

Sources & evidence

ORD record
ord-697379a3fddd4582a7e323cb16b7e42f
Source dataset
uspto-grants-1990_07
Patent number
US04939137

Reaction notes

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