Methanol → HCID 178448663, compound

HRID 621489Notes

Reaction equation

HRID 621489 reaction equation
[CH2:1]([N:8]1[C:15]([NH:16][NH2:17])=[CH:14][C:12](=[O:13])[N:11]([CH2:18][CH2:19][CH2:20][CH3:21])[C:9]1=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:22][N:23]=[C:24]=S.CO>CN(C=O)C>[CH2:1]([N:8]1[C:15]2[NH:16][N:17]=[C:22]([NH:23][CH3:24])[C:14]=2[C:12](=[O:13])[N:11]([CH2:18][CH2:19][CH2:20][CH3:21])[C:9]1=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 11167Methyl isothiocyanateHCID 14100183HCID 14100183, compound

Product 1

HCID 178448663HCID 178448663, compoundYield 66%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 1-benzyl-3-butyl-6-hydrazinouracil (4.0 g, 13.9 mM) and methyl isothiocyanate (2.85 ml, 41.7 mM) in DMF (50 ml) was stirred at 120° C. for 20 hours. To the solution was added methanol (20 ml) and the mixture was cooled to give crystals. Recrystallization from DMF/methanol gave colorless crystals (3.0 g, 66%), m.p. 282°-284° C.

Workup

  1. temperaturethe mixture was cooled
  2. customto give crystals
  3. customRecrystallization from DMF/methanol

Sources & evidence

ORD record
ord-e09b3e0f0710431ca1e9c8e2226e4dd6
Source dataset
uspto-grants-1989_04
Patent number
US04824848

Reaction notes

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