Ammonia → HCID 519367, compound

HRID 1417021Notes

Reaction equation

HRID 1417021 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-pyridinyl)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, NCHO), 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-4266cde11a2243bba70d31fda912b5aa
Source dataset
uspto-grants-1999_06
Patent number
US05917042

Reaction notes

Loading…