Triethyl orthoacetate → 3-(3,4-dichlorophenyl)-2-methylquinazolin-4-one

HRID 1038928Notes

Reaction equation

HRID 1038928 reaction equation
[NH2:1][C:2]1[CH:18]=[CH:17][CH:16]=[CH:15][C:3]=1[C:4]([NH:6][C:7]1[CH:12]=[CH:11][C:10]([Cl:13])=[C:9]([Cl:14])[CH:8]=1)=[O:5].[CH2:19](OC(OCC)(OCC)C)[CH3:20]>O>[CH3:19][C:20]1[N:6]([C:7]2[CH:12]=[CH:11][C:10]([Cl:13])=[C:9]([Cl:14])[CH:8]=2)[C:4](=[O:5])[C:3]2[C:2](=[CH:18][CH:17]=[CH:16][CH:15]=2)[N:1]=1

Participants

4

Reactant 2

HCID 66221Triethyl orthoacetateHCID 4788212-amino-N-(3,4-dichlorophenyl)benzamide

Product 1

HCID 5888673-(3,4-dichlorophenyl)-2-methylquinazolin-4-one

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 62 (2.8 g, 0.009 mol) and 1,1,1-triethoxy-ethane (5.2 mL, 0.028 mol) were heated for 5 hours. The reaction mixture was poured into water, filtered, washed with water yielding compound 63 (55%). After recrystallization from EtOH, the material was used in next step without further purification.

Workup

  1. temperaturewere heated for 5 hours
  2. filtrationfiltered
  3. washwashed with water yielding compound 63 (55%)
  4. customAfter recrystallization from EtOH
  5. customthe material was used in next step without further purification

Sources & evidence

ORD record
ord-077354279ce64dbb897bd382a0150834
Source dataset
uspto-grants-2013_10
Patent number
US08552009B2

Reaction notes

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