3,4-Dichloroaniline → HCID 21847841, compound

HRID 618675Notes

Reaction equation

HRID 618675 reaction equation
[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([F:12])[CH:10]=2)[N:5]=[CH:4][N:3]=1.[Cl:13][C:14]1[CH:15]=[C:16]([CH:18]=[CH:19][C:20]=1[Cl:21])[NH2:17]>C(O)(C)C>[ClH:1].[Cl:13][C:14]1[CH:15]=[C:16]([CH:18]=[CH:19][C:20]=1[Cl:21])[NH:17][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([F:12])[CH:10]=2)[N:5]=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 72573,4-DichloroanilineHCID 130594574-Chloro-6-fluoroquinazoline

Product 1

HCID 21847841HCID 21847841, compoundYield 84.8%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A mixture of 4-chloro-6-fluoroquinazoline (2 g), 3,4-dichloroaniline (1.78 g) and isopropanol (30 ml) was heated at reflux for 2 hours. The resulting solid was filtered off, washed with isopropanol and with diethyl ether to give 4-(3,4-dichloroanilino)-6-fluoroquinazoline hydrochloride (3.2 g), m.p. >300° C.; NMR Spectrum: (CD3SOCD3) 7.74 (d, 1H), 7.88 (m, 1H), 8.07 (m, 2H), 8.24 (d, 1H), 8.97 (m, 1H), 8.98 (s, 1H);

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 2 hours
  3. filtrationThe resulting solid was filtered off
  4. washwashed with isopropanol and with diethyl ether

Sources & evidence

ORD record
ord-c751027960d14690abfb9aa76933f799
Source dataset
uspto-grants-1999_09
Patent number
US05955464

Reaction notes

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