Formamide → 6-Chloroquinazolin-4-amine

HRID 1187255Notes

Reaction equation

HRID 1187255 reaction equation
[NH2:1][C:2]1[CH:9]=[CH:8][C:7]([Cl:10])=[CH:6][C:3]=1[C:4]#[N:5].O.[CH:12]([NH2:14])=O>>[NH2:5][C:4]1[C:3]2[C:2](=[CH:9][CH:8]=[C:7]([Cl:10])[CH:6]=2)[N:1]=[CH:12][N:14]=1

Participants

4

Reactant 3

HCID 713FormamideHCID 962WaterHCID 800192-Amino-5-chlorobenzonitrile

Product 1

HCID 3202476-Chloroquinazolin-4-amineYield 95%

Procedure

A solution of 2-amino-5-chlorobenzonitrile (1.07 g, 7.0 mmol) in formamide (20 ml) was heated at 180° C. for 6 hours. After cooling to room temperature, water (30 ml) was added to the reaction mixture. The precipitate was collected by filtration, washed with water and dried over P2O5, yielding the title compound as a grey solid (1.2 g, yield: 95%) which was characterized by its mass spectrum as follows: MS (m/z): 180 ([M+H]+, 100).

Workup

  1. filtrationThe precipitate was collected by filtration
  2. washwashed with water
  3. dry with materialdried over P2O5

Sources & evidence

ORD record
ord-adf704e9d21d4fca9b488f33b293ef1e
Source dataset
uspto-grants-2014_03
Patent number
US08673929B2

Reaction notes

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