Ethyl bromopyruvate → 2-Carbethoxy-1H-pyrrolo[1,2-c]quinazolin-4-ium bromide

HRID 65919Notes

Reaction equation

HRID 65919 reaction equation
[Br:1][CH2:2][C:3](=O)[C:4]([O:6][CH2:7][CH3:8])=[O:5].[CH3:10][C:11]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[N:14]=[CH:13][N:12]=1>C(O)C>[Br-:1].[C:4]([C:3]1[CH2:10][C:11]2[C:20]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[N:14]=[CH:13][N+:12]=2[CH:2]=1)([O:6][CH2:7][CH3:8])=[O:5]

Participants

4

Reactant 2

HCID 66144Ethyl bromopyruvateHCID 2415204-Methylquinazoline

Product 1

HCID 227563552-Carbethoxy-1H-pyrrolo[1,2-c]quinazolin-4-ium bromide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of ethyl bromopyruvate (32.76 g, 0.172 m) and 4-methylquinazoline (15.61g, 0.109 m) in dry ethanol (400 ml) was heated at reflux for 16 hours during which time a yellow precipitate formed. The reaction mixture was cooled and the solid filtered and dried to yield crude product. Crystallization from MeOH afforded the product as a yellow solid; m.p. 274°-275° C.

Workup

  1. temperatureat reflux for 16 hours during which time a yellow precipitate
  2. customformed
  3. temperatureThe reaction mixture was cooled
  4. filtrationthe solid filtered
  5. customdried
  6. customto yield crude product
  7. customCrystallization from MeOH

Sources & evidence

ORD record
ord-15648ae6efe844828086a35b1f041296
Source dataset
uspto-grants-1978_12
Patent number
US04129653

Reaction notes

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