Hydrochloric Acid → HCID 86734627, compound

HRID 328203Notes

Reaction equation

HRID 328203 reaction equation
[CH:1]1([N:7]2[CH:14]=[CH:13][C:11]([NH2:12])=[N:10][C:8]2=[O:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[C:15]([NH:18][C:19]1[CH:28]=[CH:27][C:22]([S:23](Cl)(=[O:25])=[O:24])=[CH:21][CH:20]=1)(=[O:17])[CH3:16].Cl.C1(C2(C=CC(C3N=CC=CN=3)(N)CC2=O)S(N)(=O)=O)CCCCC1>O.N1C=CC=CC=1>[C:15]([NH:18][C:19]1[CH:28]=[CH:27][C:22]([S:23]([NH:12][C:11]2[CH:13]=[CH:14][N:7]([CH:1]3[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]3)[C:8](=[O:9])[N:10]=2)(=[O:25])=[O:24])=[CH:21][CH:20]=1)(=[O:17])[CH3:16]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 8481N-Acetylsulfanilyl chlorideHCID 1930061-CyclohexylcytosineHCID 86734628HCID 86734628, compound

Product 1

HCID 86734627HCID 86734627, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 1049PyridineSolvent

Procedure

A mixture of 29.0 g. of 1-cyclohexylcytosine, 90 ml. of pyridine and 35.1 g. of N-acetylsulfanilyl chloride was stirred overnight, poured into 900 ml. of water, and acidified by addition of 80 ml. of concentrated hydrochloric acid. After several hours of vigorous stirring, the precipitated product solidified to yield 33.3 g. of N4 -acetyl-N1 -(1-cyclohexyl-1,2-dihydro-2-oxo-4-pyrimidinyl-sulfanilamide, m.p. 219°-234°. A sample purified by two recrystallizations from ethanol melted at 247°-250°.

Workup

  1. additionA mixture of 29.0 g
  2. additionpoured into 900 ml
  3. waitAfter several hours of vigorous stirring
  4. customto yield 33.3 g
  5. customA sample purified by two recrystallizations from ethanol melted at 247°-250°

Sources & evidence

ORD record
ord-d9dabf4ceda741bb885d6cd5f6a6727f
Source dataset
uspto-grants-1977_04
Patent number
US04016267

Reaction notes

Loading…