Triethylamine → HCID 136354622, compound

HRID 1288289Notes

Reaction equation

HRID 1288289 reaction equation
[NH2:1][C:2]1[N:3]=[C:4]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([CH2:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[CH:12]=2)[NH:5][C:6](=[O:10])[C:7]=1[N:8]=O.C(N(CC)CC)C.S(S([O-])=O)([O-])=O.[Na+].[Na+]>O>[NH2:1][C:2]1[N:3]=[C:4]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([CH2:17][C:18]3[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=3)[CH:12]=2)[NH:5][C:6](=[O:10])[C:7]=1[NH2:8]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 24489Sodium DithioniteHCID 136354623HCID 136354623, compound

Product 1

HCID 136354622HCID 136354622, compoundYield 97.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
60 °C

Procedure

4-Amino-2-(3-benzylphenyl)-5-nitrosopyrimid-6-one (11.95 g.) was suspended in water (250 ml.), and triethylamine (20 ml.) was added, giving a purple-red solution. Sodium dithionite (12 g.) was added in portions during 30 minutes with shaking and heating at 60° C. After cooling, the mixture was extracted three times with chloroform, and the combined extracts were dried over magnesium sulphate and evaporated to give crude 4,5-diamino-2-(3-benzylphenyl)pyrimid-6-one (11.1 g.), sufficiently pure to use in the above preparation of 8-aza-2-(3-benzylphenyl)purin-6-one.

Workup

  1. customgiving a purple-red solution
  2. temperatureAfter cooling
  3. extractionthe mixture was extracted three times with chloroform
  4. dry with materialthe combined extracts were dried over magnesium sulphate
  5. customevaporated

Sources & evidence

ORD record
ord-11f8a8b894ec435b838b58fd9af6bb78
Source dataset
uspto-grants-1976_10
Patent number
US03987160

Reaction notes

Loading…