Methanol → HCID 178456470, compound

HRID 621484Notes

Reaction equation

HRID 621484 reaction equation
[NH:1]([C:3]1[N:8]([CH2:9][C:10]2[S:11][CH:12]=[CH:13][CH:14]=2)[C:7](=[O:15])[N:6]([CH2:16][CH2:17][CH3:18])[C:5](=[O:19])[CH:4]=1)[NH2:2].[CH3:20][N:21]=[C:22]=S.CO>CN(C=O)C>[CH3:20][NH:21][C:22]1[C:4]2[C:5](=[O:19])[N:6]([CH2:16][CH2:17][CH3:18])[C:7](=[O:15])[N:8]([CH2:9][C:10]3[S:11][CH:12]=[CH:13][CH:14]=3)[C:3]=2[NH:1][N:2]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 11167Methyl isothiocyanateHCID 14100180HCID 14100180, compound

Product 1

HCID 178456470HCID 178456470, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 6-hydrazino-3-propyl-1-(2-thienylmethyl)uracil (1.8 g, 6.4 mM) and methyl isothiocyanate (1.36 ml, 20 mM) in DMF (30 ml) was stirred at 60° C. for 5 hours and then at 110° C. for 12 hours. To the solution was added methanol (10 ml) and the mixture was cooled to give crystals. Recrystallization from DMF/methanol afforded colorless crystals (0.9 g, 44%), m.p. >300° C.

Workup

  1. temperaturethe mixture was cooled
  2. customto give crystals
  3. customRecrystallization from DMF/methanol afforded colorless crystals (0.9 g, 44%), m.p. >300° C.

Sources & evidence

ORD record
ord-22bcd1dd78394fc7828d2cdd9d6a76b6
Source dataset
uspto-grants-1989_04
Patent number
US04824848

Reaction notes

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