Methanol → HCID 178456466, compound

HRID 621477Notes

Reaction equation

HRID 621477 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:19]=[CH:20][CH:21]=1)[CH2:5][N:6]1[C:13]([NH:14][NH2:15])=[CH:12][C:10](=[O:11])[N:9]([CH2:16][CH2:17][CH3:18])[C:7]1=[O:8].[CH3:22][N:23]=[C:24]=S.CO>CN(C=O)C>[Cl:1][C:2]1[CH:3]=[C:4]([CH:19]=[CH:20][CH:21]=1)[CH2:5][N:6]1[C:13]2[NH:14][N:15]=[C:22]([NH:23][CH3:24])[C:12]=2[C:10](=[O:11])[N:9]([CH2:16][CH2:17][CH3:18])[C:7]1=[O:8]

Participants

5

Reactant 3

HCID 887MethanolHCID 11167Methyl isothiocyanateHCID 14100176HCID 14100176, compound

Product 1

HCID 178456466HCID 178456466, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 1-(3-chlorobenzyl)-6-hydrazino-3-propyluracil (3.0 g, 9.6 mM) and methyl isothiocyanate (2.2 ml, 32 mM) in DMF (30 ml) was heated at 120° C. for 27 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 (1.22 g, 36%), m.p. 263°-265° C.

Workup

  1. temperaturethe mixture was cooled
  2. customto give crystals
  3. customRecrystallization from DMF/methanol afforded colorless crystals (1.22 g, 36%), m.p. 263°-265° C.

Sources & evidence

ORD record
ord-d2b710256e8d490b9ce8c4995aeb0e4e
Source dataset
uspto-grants-1989_04
Patent number
US04824848

Reaction notes

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