Hydrochloric Acid → 7-carbomethoxy-1-isopropyl-4-(m-methoxyphenyl)-2(1H)-quinazolinone

HRID 1834764Notes

Reaction equation

HRID 1834764 reaction equation
[C:1]([C:4]1[CH:13]=[C:12]2[C:7]([C:8]([C:18]3[CH:23]=[CH:22][CH:21]=[C:20]([O:24][CH3:25])[CH:19]=3)=[N:9][C:10](=[O:17])[N:11]2[CH:14]([CH3:16])[CH3:15])=[CH:6][CH:5]=1)([OH:3])=[O:2].Cl.[CH3:27]O>>[C:1]([C:4]1[CH:13]=[C:12]2[C:7]([C:8]([C:18]3[CH:23]=[CH:22][CH:21]=[C:20]([O:24][CH3:25])[CH:19]=3)=[N:9][C:10](=[O:17])[N:11]2[CH:14]([CH3:16])[CH3:15])=[CH:6][CH:5]=1)([O:3][CH3:27])=[O:2]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 203719547-carboxy-1-isopropyl-4-(m-methoxyphenyl)-2(1H)-quinazolinone

Product 1

HCID 203719487-carbomethoxy-1-isopropyl-4-(m-methoxyphenyl)-2(1H)-quinazolinone

Procedure

Into a flask containing 7.0 g. of 7-carboxy-1-isopropyl-4-(m-methoxyphenyl)-2(1H)-quinazolinone dissolved in anhydrous methanol is introduced hydrogen chloride gas until the temperature reaches 50° C. The flask is then equipped with a stopper and the reaction mixture allowed to stand under ambient conditions for 7 hours. The resulting mixture is evaporated to dryness, the residue taken up in benzene, washed with water, followed by evaporation to dryness and crystallization of the residue from methanol to obtain 7-carbomethoxy-1-isopropyl-4-(m-methoxyphenyl)-2(1H)-quinazolinone, m.p. 164°-167° C.

Workup

  1. additionInto a flask containing 7.0 g
  2. customreaches 50° C
  3. customThe flask is then equipped with a stopper
  4. customThe resulting mixture is evaporated to dryness
  5. washwashed with water
  6. customfollowed by evaporation to dryness and crystallization of the residue from methanol

Sources & evidence

ORD record
ord-1cd2d37e98b8431d8ecc3e798cddd1d7
Source dataset
uspto-grants-1978_01
Patent number
US04071516

Reaction notes

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