Triethylamine → HCID 136354626, compound

HRID 1288299Notes

Reaction equation

HRID 1288299 reaction equation
[NH2:1][C:2]1[N:3]=[C:4]([C:11]2[CH:16]=[C:15]([Cl:17])[CH:14]=[C:13]([Cl:18])[C:12]=2[O:19][CH3:20])[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]=[C:15]([Cl:17])[CH:14]=[C:13]([Cl:18])[C:12]=2[O:19][CH3:20])[NH:5][C:6](=[O:10])[C:7]=1[NH2:8]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 24489Sodium Dithionite2×HCID 136354627HCID 136354627, compound

Product 1

HCID 136354626HCID 136354626, compoundYield 92.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

4-Amino-2-(3,5-dichloro-2-methoxyphenyl)-5-nitrosopyrimid-6-one (6.8 g.) was suspended in a solution of triethylamine (10 ml.) in water (100 ml.). Sodium dithionite (7.5 g.) was added, in portions, to the mixture with stirring, and stirring was continued for a further 30 minutes. A further quantity (2 g.) of sodium dithionite was added, and stirring was continued for a further 30 minutes, after which the mixture was allowed to stand overnight. The solid was filtered off and washed with water to give crude 4,5-diamino-2-(3,5-dichloro-2-methoxyphenyl)pyrimid-6-one (6 g.), m.p. 145°-150° C. (with decomposition), pure enough for use in the next stage of the preparation.

Workup

  1. stirringstirring
  2. stirringstirring
  3. waitwas continued for a further 30 minutes
  4. waitto stand overnight
  5. filtrationThe solid was filtered off
  6. washwashed with water

Sources & evidence

ORD record
ord-f1ee1b214aff419a8c188f1546dad949
Source dataset
uspto-grants-1976_10
Patent number
US03987160

Reaction notes

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