Aniline → 2-chloro-N-phenylquinazolin-4-amine

HRID 1739632Notes

Reaction equation

HRID 1739632 reaction equation
[Cl:1][C:2]1[N:11]=[C:10](Cl)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.C(N(CC)C(C)C)(C)C.[NH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>C(O)(C)C>[Cl:1][C:2]1[N:11]=[C:10]([NH:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1

Participants

5

Reactant 3

HCID 6115AnilineHCID 81531DiisopropylethylamineHCID 2528862,4-Dichloroquinazoline

Product 1

HCID 3179082-chloro-N-phenylquinazolin-4-amine

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A solution of 2,4-dichloro-quinazoline (15 g), N,N-diisopropyl-ethylamine (24.9 ml) and aniline (7.5 ml) in isopropanol (75 ml) is heated to reflux for 45 min. The cold reaction mixture is filtered and the filtrate is concentrated in vacuo. The residue is crystallized from diethylether- toluene (1:1) to give 2-chloro-4-phenylamino-quinazoline, m.p. 194-196° C.

Workup

  1. temperatureto reflux for 45 min
  2. customThe cold reaction mixture
  3. filtrationis filtered
  4. concentrationthe filtrate is concentrated in vacuo
  5. customThe residue is crystallized from diethylether- toluene (1:1)

Sources & evidence

ORD record
ord-cfd977012e4b4857ae3e78e09cb17258
Source dataset
uspto-grants-1999_10
Patent number
US05968819

Reaction notes

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