Dimethylformamide → HCID 9904993, compound

HRID 1016335Notes

Reaction equation

HRID 1016335 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[C:4]([C:12]2[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=2)[N:3]=1.O[C:20]1[C:29]2[C:24](=CC=CC=2)[N:23]=[C:22]([C:30]2C=CC(F)=CC=2)[N:21]=1.S(Cl)(Cl)=O.CN(C)C=O>C(Cl)(Cl)Cl>[N:23]1[CH:24]=[CH:29][C:20]([NH:21][C:2]2[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[N:5]=[C:4]([C:12]3[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=3)[N:3]=2)=[CH:30][CH:22]=1

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 24386Thionyl ChlorideHCID 47368554-chloro-2-(4-fluorophenyl)quinazolineHCID 178517500HCID 178517500, compound

Product 1

HCID 9904993HCID 9904993, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

4—Chloro-2-(4-fluorophenyl)quinazoline: 4-hydroxy-2-(4-fluorophenyl) quinazoline, from paragraph B, 1 equivalent, was suspended in chloroform and treated with 12 equivalents of thionyl chloride in the presence of a catalytic amount of dimethyl formamide, under reflux for 4 hours. After removal of the solvents under reduced pressure a solid was obtained that was analyzed by TLC. EIMS confirmed the desired product.

Workup

  1. temperatureunder reflux for 4 hours
  2. customAfter removal of the solvents under reduced pressure a solid
  3. customwas obtained

Sources & evidence

ORD record
ord-af79d1a727624cda825a7fe79a44d51b
Source dataset
uspto-grants-2002_11
Patent number
US06476031B1

Reaction notes

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