Thionyl Chloride → 3-(2-Amino-3-propyl-3,4-dihydro-quinazolin-6-yloxy)-benzoyl chloride

HRID 390276Notes

Reaction equation

HRID 390276 reaction equation
[NH2:1][C:2]1[N:11]([CH2:12][CH2:13][CH3:14])[CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([O:15][C:16]3[CH:17]=[C:18]([CH:22]=[CH:23][CH:24]=3)[C:19](O)=[O:20])[CH:8]=2)[N:3]=1.O=S(Cl)[Cl:27]>C(Cl)Cl>[NH2:1][C:2]1[N:11]([CH2:12][CH2:13][CH3:14])[CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([O:15][C:16]3[CH:17]=[C:18]([CH:22]=[CH:23][CH:24]=3)[C:19]([Cl:27])=[O:20])[CH:8]=2)[N:3]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 586250453-(2-Amino-3-propyl-3,4-dihydro-quinazolin-6-yloxy)-benzoic acid

Product 1

HCID 586251573-(2-Amino-3-propyl-3,4-dihydro-quinazolin-6-yloxy)-benzoyl chloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 3-(2-amino-3-propyl-3,4-dihydro-quinazolin-6-yloxy)-benzoic acid (0.0009 mol) in SOCl2 (2 mL) and DCM (10 mL) was stirred for 2 hours at room temperature and then the solvent was evaporated. The obtained residue was stirred in toluene and the solvent was evaporated again to yield the title compound as a residue.

Workup

  1. customthe solvent was evaporated
  2. stirringThe obtained residue was stirred in toluene
  3. customthe solvent was evaporated again

Sources & evidence

ORD record
ord-e9d48c01f9df4a669b4592331cb6b0f5
Source dataset
uspto-grants-2013_02
Patent number
US08383637B2

Reaction notes

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