Ammonia → HCID 519367, compound

HRID 1267592Notes

Reaction equation

HRID 1267592 reaction equation
[NH2:1][C:2]1[N:7]=[C:6](Cl)[C:5]([NH:9][CH:10]=[O:11])=[C:4]([Cl:12])[N:3]=1.[NH3:13]>>[NH2:1][C:2]1[N:7]=[C:6]([NH2:13])[C:5]([NH:9][CH:10]=[O:11])=[C:4]([Cl:12])[N:3]=1

Participants

3

Reactant 2

HCID 222AmmoniaHCID 10198177N-(2-Amino-4,6-dichloropyrimidin-5-yl)formamide

Product 1

HCID 519367HCID 519367, compoundYield 89%

Procedure

N-(2-Amino-4,6-dichloro-5-pyrimidinyl)formamide (Example 3, 500 mg, 2.14 mmol) and ammonia (150 mL) was stirred in a Parr bomb at 50° C. for 18 hours. The ammonia was evaporated and the residual solid triturated with water (10 mL). The solid was dried to give the title compound as red powder (400 mg, 89%), m.p.>300° C.; mass spectrum (CI/CH4): 190, 188 (M+1); 1H-NMR (DMSO-d6)δ: 9.05 and 8.60 (both br s, total 1, NHCHO), 8.1 and 7.8 (both br s, total 1, NHCHO), 6.80-6.20 (4 br s, total 4, 2 NH2).

Workup

  1. customThe ammonia was evaporated
  2. customthe residual solid triturated with water (10 mL)
  3. customThe solid was dried

Sources & evidence

ORD record
ord-1936a5fe203246c2a0e83b82a6e0c86a
Source dataset
uspto-grants-2003_04
Patent number
US06552193B1

Reaction notes

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