Methyl iodide → HCID 13138426, compound

HRID 1758344Notes

Reaction equation

HRID 1758344 reaction equation
[CH3:1][N:2]1[C:6]([S:7][CH2:8][CH2:9][CH2:10][NH:11][C:12]([NH:14][CH3:15])=S)=[N:5][N:4]=[N:3]1.C[I:17].O.[NH2:19][NH2:20]>CO>[IH:17].[NH2:19][NH:20][C:12]([NH:11][CH2:10][CH2:9][CH2:8][S:7][C:6]1[N:2]([CH3:1])[N:3]=[N:4][N:5]=1)=[N:14][CH3:15]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 24654Hydrazine hydrate (1:1)HCID 13138424HCID 13138424, compound

Product 1

HCID 13138426HCID 13138426, compoundYield 70.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1-[3-(1-Methyl-1,2,3,4-tetrazol-5-yl)thiopropyl]-3-methylthiourea (8 g) is dissolved in methanol (80 ml). To the mixture is added methyl iodide (5.7 g) and the mixture is refluxed for 5 hours. To the reaction mixture is further added hydrazine hydrate (2.4 g) and the mixture is refluxed for 2 hours. After the solvent is distilled off, the resulting crystalline product is recrystallized from ethanol to give 1-amino-2-methyl-3-[3-(1-methyl-1,2,3,4-tetrazol-5-yl)thiopropyl]guanidine hydroiodide (8.5 g), colorless prisms, m.p. 105°-108° C.

Workup

  1. temperaturethe mixture is refluxed for 5 hours
  2. temperaturethe mixture is refluxed for 2 hours
  3. distillationAfter the solvent is distilled off
  4. customthe resulting crystalline product is recrystallized from ethanol

Sources & evidence

ORD record
ord-be3d5adcfd02424a9f27191116814b60
Source dataset
uspto-grants-1983_02
Patent number
US04372953

Reaction notes

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