1-Bromo-3-chloropropane → HCID 135672578, compound

HRID 1701963Notes

Reaction equation

HRID 1701963 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[NH:17][C:16](=[O:18])[C:15]3[C:10](=[C:11]([O:19][CH3:20])[CH:12]=[CH:13][CH:14]=3)[N:9]=2)=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:28][CH2:29][CH2:30][Cl:31]>S1(CCCC1)(=O)=O>[Cl:31][CH2:30][CH2:29][CH2:28][O:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[NH:17][C:16](=[O:18])[C:15]3[C:10](=[C:11]([O:19][CH3:20])[CH:12]=[CH:13][CH:14]=3)[N:9]=2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 80061-Bromo-3-chloropropaneHCID 11430Potassium CarbonateHCID 135672584HCID 135672584, compound

Product 1

HCID 135672578HCID 135672578, compound

Reagents, catalysts & solvents 1

HCID 31347SulfolaneSolvent

Procedure

2.7 gm (10 mmols) of 2-(4-hydroxy-phenyl)-8-methoxy-3,4-dihydro-quinazolin-4-one were dissolved in 30 ml of sulfolane and reacted with 1.5 gm (10 mmols+10%) of potassium carbonate. The resulting clear solution was admixed with 2.7 ml of 1-bromo-3-chloro-propane, and the mixture was stirred at room temperature until the reaction was complete. The reaction mixture was then poured into ice water, the aqueous mixture was extracted with ethyl acetate, and the combined organic extracts were dried over sodium sulfate and evaporated. A colorless oil was obtained, which crystallized upon cooling.

Workup

  1. extractionthe aqueous mixture was extracted with ethyl acetate
  2. dry with materialthe combined organic extracts were dried over sodium sulfate
  3. customevaporated
  4. customA colorless oil was obtained
  5. customwhich crystallized
  6. temperatureupon cooling

Sources & evidence

ORD record
ord-ddb614fc46de49dc9c2d92e3a1b21452
Source dataset
uspto-grants-1983_04
Patent number
US04379788

Reaction notes

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