Ethanol → HCID 178456465, compound

HRID 621476Notes

Reaction equation

HRID 621476 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][CH3:20])[C:9]1=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:21][N:22]=[C:23]=S.C(O)C>CN(C=O)C>[CH2:1]([N:8]1[C:15]2[NH:16][N:17]=[C:21]([NH:22][CH3:23])[C:14]=2[C:12](=[O:13])[N:11]([CH2:18][CH2:19][CH3:20])[C:9]1=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 11167Methyl isothiocyanateHCID 14986830HCID 14986830, compound

Product 1

HCID 178456465HCID 178456465, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 1-benzyl-6-hydrazino-3-propyluracil (2.0 g, 7.3 mM) and methyl isothiocyanate (1.5 ml, 22 mM) in DMF (20 ml) was stirred at 120° C. for 20 hours. Ethanol (20 ml) was added to the solution, which was cooled to give crystals. Recrystallization from DMF/ethanol gave colorless needles (1.6 g, 70%), m.p. 307°-310° C.

Workup

  1. temperaturewas cooled
  2. customto give crystals
  3. customRecrystallization from DMF/ethanol

Sources & evidence

ORD record
ord-d053f8bf0c3b48fba1305003709f9a13
Source dataset
uspto-grants-1989_04
Patent number
US04824848

Reaction notes

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