Formamide → HCID 22609761, compound

HRID 1936766Notes

Reaction equation

HRID 1936766 reaction equation
[NH2:1][C:2]1[CH:10]=[CH:9][C:8]([C:11]#[N:12])=[CH:7][C:3]=1[C:4](O)=O.O.[CH:14]([NH2:16])=[O:15]>>[C:11]([C:8]1[CH:7]=[C:3]2[C:2](=[CH:10][CH:9]=1)[NH:1][C:14](=[O:15])[N:16]=[CH:4]2)#[N:12]

Participants

4

Reactant 3

HCID 713FormamideHCID 962WaterHCID 100578172-Amino-5-cyanobenzoic acid

Product 1

HCID 22609761HCID 22609761, compoundYield 44%

Procedure

A stirred solution of 2-amino-5-cyanobenzoic acid (2.0 g, 12.3 mmol) in formamide (10 ml) was heated at 190° C. for 7 hours. The dark solution was allowed to cool and poured into water (50 ml). The resulting precipitate was collected by filtration and dried in vacuo at 60° C. to give 6-cyanoquinazolinone (0.93 g, 5.43 mmol, 44%); [2H6]DMSO 12.65 (1H,s), 8.50 (1H,s), 8.28 (1H,s), 8.18 (1H,dd), 7.81(1H,d).

Workup

  1. temperatureto cool
  2. filtrationThe resulting precipitate was collected by filtration
  3. customdried in vacuo at 60° C.

Sources & evidence

ORD record
ord-72495980616a4888ab712fa0276e8dc4
Source dataset
uspto-grants-2002_05
Patent number
US06391874B1

Reaction notes

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