Formamide → 6-Chloroquinazolin-4-amine

HRID 1774109Notes

Reaction equation

HRID 1774109 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-7961d86c3b52443c9f46bd36712cb397
Source dataset
uspto-grants-2016_02
Patent number
US09259426B2

Reaction notes

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