Methanol → HCID 178456472, compound

HRID 621485Notes

Reaction equation

HRID 621485 reaction equation
[NH:1]([C:3]1[N:8]([CH2:9][CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:7](=[O:17])[N:6]([CH2:18][CH2:19][CH3:20])[C:5](=[O:21])[CH:4]=1)[NH2:2].[CH3:22][N:23]=[C:24]=S.CO>CN(C=O)C>[CH3:22][NH:23][C:24]1[C:4]2[C:5](=[O:21])[N:6]([CH2:18][CH2:19][CH3:20])[C:7](=[O:17])[N:8]([CH2:9][CH2:10][C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=3)[C:3]=2[NH:1][N:2]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 11167Methyl isothiocyanateHCID 14100181HCID 14100181, compound

Product 1

HCID 178456472HCID 178456472, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 6-hydrazino-1-phenethyl-3-propyluracil (1.5 g, 5.2 mM) and methyl isothiocyanate (1.1 ml, 16 mM) in DMF (15 ml) was stirred at 60° C. for 2 hours and then at 120° C. for 15 hours. To the solution was added 50% methanol (10 ml) and the mixture was cooled to give crystals. Recrystallization from DMF/methanol afforded colorless crystals (0.7 g, 41%), m.p. 256°-258° C.

Workup

  1. temperaturethe mixture was cooled
  2. customto give crystals
  3. customRecrystallization from DMF/methanol afforded colorless crystals (0.7 g, 41%), m.p. 256°-258° C.

Sources & evidence

ORD record
ord-7df6ce9e1b1247618fe78a1ebc04d7a2
Source dataset
uspto-grants-1989_04
Patent number
US04824848

Reaction notes

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