5-(((2-Aminoethyl)thio)methyl)-N,N-dimethyl-2-furanmethanamine → HCID 178483234, compound

HRID 65753

Reaction equation

HRID 65753 reaction equation
[CH3:1][N:2]([CH2:4][C:5]1[O:9][C:8]([CH2:10][S:11][CH2:12][CH2:13][NH2:14])=[CH:7][CH:6]=1)[CH3:3].CS[C:17](=[NH:22])[NH:18][N+:19]([O-:21])=[O:20]>C(O)C>[CH3:3][N:2]([CH2:4][C:5]1[O:9][C:8]([CH2:10][S:11][CH2:12][CH2:13][NH:14][C:17]([NH:18][N+:19]([O-:21])=[O:20])=[NH:22])=[CH:7][CH:6]=1)[CH3:1]

Participants

4

Reactant 2

HCID 1622035-(((2-Aminoethyl)thio)methyl)-N,N-dimethyl-2-furanmethanamineHCID 135927615N-Nitro-S-methylisothiourea

Product 1

HCID 178483234HCID 178483234, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 2-[[[5-(dimethylamino)methyl-2-furanyl]methyl]thio]ethanamine (2.14 g) and S-methyl-N-nitroisothiourea (1.5 g) in ethanol (10 ml) was heated to 40° for 5 mins. The resulting precipitate was filtered and recrystallised from ethyl acetate and petroleum ether b.p. 80°-100° to give N-[2-[[[5-(dimethylamino)methyl-2-furanyl]methyl]thio]ethyl]-N'-nitroguanidine m.p. 103°-104°.

Workup

  1. filtrationThe resulting precipitate was filtered
  2. customrecrystallised from ethyl acetate and petroleum ether b.p. 80°-100°

Sources & evidence

ORD record
ord-4db50c9413fa4078abfda28ae4674ee7
Source dataset
uspto-grants-1978_12
Patent number
US04128658

Linked notes

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