2-[(5-Dimethylaminomethyl-3-thienyl)methylthio]ethylamine → HCID 13388683, compound

HRID 370547Notes

Reaction equation

HRID 370547 reaction equation
[CH3:1][N:2]([CH2:4][C:5]1[S:9][CH:8]=[C:7]([CH2:10][S:11][CH2:12][CH2:13][NH2:14])[CH:6]=1)[CH3:3].[NH2:15][C:16]1[C:19](=[O:20])[C:18](=[O:21])[C:17]=1OC>CO>[NH2:15][C:16]1[C:19](=[O:20])[C:18](=[O:21])[C:17]=1[NH:14][CH2:13][CH2:12][S:11][CH2:10][C:7]1[CH:6]=[C:5]([CH2:4][N:2]([CH3:1])[CH3:3])[S:9][CH:8]=1

Participants

4

Reactant 2

HCID 129265012-[(5-Dimethylaminomethyl-3-thienyl)methylthio]ethylamineHCID 134522053-Amino-4-methoxycyclobut-3-ene-1,2-dione

Product 1

HCID 13388683HCID 13388683, compoundYield 46%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 2-[(5-dimethylaminomethyl-3-thienyl)methylthio]ethylamine (2.11 g, 8.68 mmoles) [prepared according to the procedure described in published European Patent Application No. 27,744] and 1-amino-2-methoxycyclobutene-3,4-dione (1.10 g, 8.68 mmoles) in methanol was stirred at ambient temperature for 18 hours and filtered. The crude product was recrystallized from 2-methoxyethanol to yield 1.30 g of the title compound as a colorless solid, m.p. 234°-236°.

Workup

  1. customprepared
  2. filtrationfiltered
  3. customThe crude product was recrystallized from 2-methoxyethanol

Sources & evidence

ORD record
ord-69ca64a7a80140acb55774a07bb2a88f
Source dataset
uspto-grants-1985_07
Patent number
US04526973

Reaction notes

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