Methyl isothiocyanate → HCID 178486116, compound

HRID 329058Notes

Reaction equation

HRID 329058 reaction equation
[NH2:1][CH2:2][CH2:3][O:4][CH2:5][C:6]1[N:7]=[CH:8][NH:9][CH:10]=1.[CH3:11][N:12]=[C:13]=[S:14]>C(O)(C)C>[CH3:11][NH:12][C:13]([NH:1][CH2:2][CH2:3][O:4][CH2:5][C:6]1[N:7]=[CH:8][NH:9][CH:10]=1)=[S:14]

Participants

4

Reactant 2

HCID 11167Methyl isothiocyanateHCID 1785114044-(2-Aminoethoxymethyl)imidazole

Product 1

HCID 178486116HCID 178486116, compoundYield 23.5%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

4-(2-Aminoethoxymethyl)imidazole (2.24 g.) was caused to react with methyl isothiocyanate (1.21 g.) in isopropyl alcohol (25 ml.) in the usual way. The crude product was purified by chromatography on a column of silica gel with ethyl acetate as eluant and subsequently on a dry column of alumina, using chloroform. The final product was recrystallised from ethyl acetate to give N-methyl-N'-[2-(4-imidazolylmethoxy)ethyl] thiourea (0.80 g.), m.p. 96°-98°. (Found: C, 44.6; H, 6.5; N, 26.0; S, 14.7. C8H14N4OS requires: C, 44.8; H, 6.6; N, 26.2; S, 15.0).

Workup

  1. customThe crude product was purified by chromatography on a column of silica gel with ethyl acetate as eluant and subsequently on a dry column of alumina
  2. customThe final product was recrystallised from ethyl acetate

Sources & evidence

ORD record
ord-e1221c11f70d4c7a8f9dfe36171b6d45
Source dataset
uspto-grants-1977_04
Patent number
US04018931

Reaction notes

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