Water → HCID 136354620, compound

HRID 1288286Notes

Reaction equation

HRID 1288286 reaction equation
[NH2:1][C:2]1[N:3]=[C:4]([CH:9]2[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]2)[NH:5][C:6](=[O:8])[CH:7]=1.O.[N:16]([O-])=[O:17].[Na+]>C(O)(=O)C>[NH2:1][C:2]1[N:3]=[C:4]([CH:9]2[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]2)[NH:5][C:6](=[O:8])[C:7]=1[N:16]=[O:17]

Participants

5

Reactant 3

HCID 962WaterHCID 23668193Sodium NitriteHCID 135596636HCID 135596636, compound

Product 1

HCID 136354620HCID 136354620, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
70 °C

Procedure

A mixture of 4-amino-2-cyclohexylpyrimid-6-one (18 g.) and water (150 ml.) was stirred and heated to 70° C, and treated slowly with sodium nitrite (8 g.), followed by an excess of glacial acetic acid. The mixture was stirred for a further 1 hour and the blue solid (25 g.) filtered off and used directly for the next stage. A sample recrystallised from glacial acetic acid gave pure 4-amino-2-cyclohexyl-5-nitrosopyrimid-6-one, m.p. 233°-234° C. (with decomposition).

Workup

  1. stirringThe mixture was stirred for a further 1 hour
  2. filtrationthe blue solid (25 g.) filtered off
  3. customA sample recrystallised from glacial acetic acid

Sources & evidence

ORD record
ord-3877a2292ab94b1e9b7c00e0625b3659
Source dataset
uspto-grants-1976_10
Patent number
US03987160

Reaction notes

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