Water → HCID 21444312, compound

HRID 328205Notes

Reaction equation

HRID 328205 reaction equation
C([NH:4][C:5]1[CH:25]=[CH:24][C:8]([S:9]([NH:12][C:13]2[C:18]([CH3:19])=[CH:17][N:16]([CH:20]3[CH2:22][CH2:21]3)[C:15](=[O:23])[N:14]=2)(=[O:11])=[O:10])=[CH:7][CH:6]=1)(=O)C.[OH-].[Na+].O.S(N)(=O)(C1C=CC(N)=CC=1)=O>C(O)(=O)C>[CH:20]1([N:16]2[CH:17]=[C:18]([CH3:19])[C:13]([NH:12][S:9](=[O:10])([C:8]3[CH:24]=[CH:25][C:5]([NH2:4])=[CH:6][CH:7]=3)=[O:11])=[N:14][C:15]2=[O:23])[CH2:21][CH2:22]1

Participants

6

Reactant 4

HCID 962WaterHCID 5333SulfanilamideHCID 14798Sodium HydroxideHCID 86734631HCID 86734631, compound

Product 1

HCID 21444312HCID 21444312, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 500 mg. of N4 -acetyl-N1 -(1-cyclopropyl-1,2-dihydro-5-methyl-2-oxo-4-pyrimidinyl)sulfanilamide and 5 ml. of 10% aqueous sodium hydroxide was heated on the steam bath for 1 hour, diluted with 10 ml. of water, cooled and acidified by gradual addition of 1ml. of acetic acid. The initial oily precipitate quickly solidified and filtration gave 332 mg. of product melting at 128°-133°. Recrystallization from 7 ml. of ethanol gave 120 mg. of N1 -cyclopropyl-1,2-dihydro-5-methyl-2-oxo-4-pyrimidinyl)sulfanilamide, melting at 134°-136°.

Workup

  1. additionA mixture of 500 mg
  2. additiondiluted with 10 ml
  3. additionacidified by gradual addition of 1ml
  4. filtrationfiltration
  5. customgave 332 mg
  6. customRecrystallization from 7 ml
  7. customof ethanol gave 120 mg

Sources & evidence

ORD record
ord-c96f55fba5c444b69b1237b5a076128e
Source dataset
uspto-grants-1977_04
Patent number
US04016267

Reaction notes

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