Ethanol → HCID 178448664, compound

HRID 621492Notes

Reaction equation

HRID 621492 reaction equation
[CH2:1]([N:5]1[C:10](=[O:11])[CH:9]=[C:8]([NH:12][NH2:13])[N:7]([CH2:14][C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][CH:16]=2)[C:6]1=[O:22])[CH2:2][CH2:3][CH3:4].[CH3:23][N:24]=[C:25]=S.C(O)C>CN(C=O)C>[CH2:1]([N:5]1[C:10](=[O:11])[C:9]2[C:23]([NH:24][CH3:25])=[N:13][NH:12][C:8]=2[N:7]([CH2:14][C:15]2[CH:16]=[CH:17][C:18]([Cl:21])=[CH:19][CH:20]=2)[C:6]1=[O:22])[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 702EthanolHCID 11167Methyl isothiocyanateHCID 14100184HCID 14100184, compound

Product 1

HCID 178448664HCID 178448664, compoundYield 57%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 3-butyl-1-(4-chlorobenzyl)-6-hydrazinouracil (3.0 g, 9.3 mM) and methyl isothiocyanate (2.0 ml, 29 mM) in DMF (30 ml) was stirred at 120° C. for 20 hours. To the solution was added ethanol (20 ml) and the mixture was cooled to give crude crystals. Recrystallization from DMF/ethanol gave pale yellow crystals (1.91 g, 57%), m.p. 292°-294° C.

Workup

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

Sources & evidence

ORD record
ord-91249deaafd64d5488cf0f75a8e69a55
Source dataset
uspto-grants-1989_04
Patent number
US04824848

Reaction notes

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