Hydrochloric Acid → HCID 19744031, compound

HRID 2254055Notes

Reaction equation

HRID 2254055 reaction equation
Cl.[Br:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][N:10]2[C:19]3[C:14](=[CH:15][C:16]([Cl:20])=[CH:17][CH:18]=3)[C:13](=[O:21])[N:12]([CH2:22][C:23]([O:25]CC)=[O:24])[C:11]2=[O:28])=[C:5]([F:29])[CH:4]=1.S(=O)(=O)(O)O>C(O)(=O)C>[Br:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][N:10]2[C:19]3[C:14](=[CH:15][C:16]([Cl:20])=[CH:17][CH:18]=3)[C:13](=[O:21])[N:12]([CH2:22][C:23]([OH:25])=[O:24])[C:11]2=[O:28])=[C:5]([F:29])[CH:4]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 1118Sulfuric AcidHCID 54277012HCID 54277012, compound

Product 1

HCID 19744031HCID 19744031, compoundYield 88.6%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Into 280 ml of concentrated hydrochloric acid and 140 ml of acetic acid were suspended 18.0 g of ethyl 1-(4-bromo-2-fluorophenyl)methyl-6-chloro-1,4-dihydro-2,4-dioxo-3(2H)quinazolineacetate, and, after added 1 ml of concentrated sulfuric acid, the mixture was refluxed for 3 hours. After cooling, the reaction liquor was poured into 600 ml of ice water and the deposits were collected by filtration. They were recrystallized from ethanol to obtain 15.0 g of title compound. m.p. 189° C.

Workup

  1. temperaturethe mixture was refluxed for 3 hours
  2. temperatureAfter cooling
  3. filtrationthe deposits were collected by filtration
  4. customThey were recrystallized from ethanol

Sources & evidence

ORD record
ord-c9ea9d1fb17148849a5b14c3b3482561
Source dataset
uspto-grants-1993_08
Patent number
US05234928

Reaction notes

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