Methyl isothiocyanate → HCID 178486109, compound

HRID 224977Notes

Reaction equation

HRID 224977 reaction equation
[NH:1]([C:5]1[NH:6][CH:7]=[C:8]([CH2:10][CH2:11][CH2:12][CH2:13][NH2:14])[N:9]=1)[C:2]([NH2:4])=[NH:3].[CH3:15][N:16]=[C:17]=[S:18]>C(O)C>[NH:1]([C:5]1[NH:6][CH:7]=[C:8]([CH2:10][CH2:11][CH2:12][CH2:13][NH:14][C:17]([NH:16][CH3:15])=[S:18])[N:9]=1)[C:2]([NH2:4])=[NH:3]

Participants

4

Reactant 2

HCID 11167Methyl isothiocyanateHCID 1785126412-Guanidino-4-(4-aminobutyl)imidazole

Product 1

HCID 178486109HCID 178486109, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2-guanidino-4-(4-aminobutyl)imidazole (0.15 g.) and methylisothiocyanate (0.1 g.) in ethanol (10 ml.) was stirred overnight and then evaporated to dryness. The residue was purified by chromatography on a silica gel column using chloroform/methanol/ammonia (s.g. 0.880) 80:20:0.3 v/v/v. The appropriate fractions on evaporation gave a gum which crystallized on triturating in petroleum ether (b.p. 40°-60° C.) to give 2-guanidino-4-[4-(3-methylthioureido)butyl]imidazole, m.p. 179°-184° C.

Workup

  1. customevaporated to dryness
  2. customThe residue was purified by chromatography on a silica gel column
  3. customThe appropriate fractions on evaporation
  4. customgave a gum which
  5. customcrystallized
  6. customon triturating in petroleum ether (b.p. 40°-60° C.)

Sources & evidence

ORD record
ord-8f08ed1b53ba4b8e94abfdb6b7ee55ef
Source dataset
uspto-grants-1980_11
Patent number
US04234735

Reaction notes

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