Sulfur → Proquazone

HRID 1833416Notes

Reaction equation

HRID 1833416 reaction equation
[CH3:1][CH:2]1[CH2:11][C:10]2[N:9]([CH:12]([CH3:14])[CH3:13])[C:8](=[O:15])[N:7]=[C:6]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[C:5]=2[CH2:4][CH2:3]1.[S]>C1(C)C(C)=CC=CC=1>[CH3:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[N:7][C:8](=[O:15])[N:9]2[CH:12]([CH3:14])[CH3:13])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 5362487SulfurHCID 20390097HCID 20390097, compound

Product 1

HCID 31508Proquazone

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

To 50 ml. of xylene are added 1.35 g. of 7-methyl-1-isopropyl-4-phenyl-5,6,7,8-tetrahydro-2(1H)-quinazolinone and 0.32 g. sulfur. The mixture is boiled overnight (about 16 hours). The resulting solution is evaporated under pressure and the catalyst crystalline residue is recrystallized from ether/petroleum ether to give 7-methyl-1-isopropyl-4-phenyl-2(1H)-quinazolinone.

Workup

  1. custom(about 16 hours)
  2. customThe resulting solution is evaporated under pressure
  3. customthe catalyst crystalline residue is recrystallized from ether/petroleum ether

Sources & evidence

ORD record
ord-4214a6d4992a4d52a01a859ba0e096a2
Source dataset
uspto-grants-1978_01
Patent number
US04066665

Reaction notes

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