Ammonia → HCID 519367, compound

HRID 985144Notes

Reaction equation

HRID 985144 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 tritrated 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 solid was dried

Sources & evidence

ORD record
ord-d337bdbad8854b02ba84edf116ac14b5
Source dataset
uspto-grants-2005_03
Patent number
US06870053B2

Reaction notes

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