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

HRID 1701956Notes

Reaction equation

HRID 1701956 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](=[CH:11][CH:12]=[C:13](OC)[CH:14]=3)[N:9]=2)=[CH:4][CH:3]=1.[C:21](=[O:24])([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:3]=[CH:4][C:5]([C:8]2[NH:17][C:16](=[O:18])[C:15]3[C:10](=[C:11]([O:24][CH3:21])[CH:12]=[CH:13][CH:14]=3)[N:9]=2)=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 80061-Bromo-3-chloropropaneHCID 11430Potassium CarbonateHCID 135672582HCID 135672582, compound

Product 1

HCID 135672578HCID 135672578, compound

Reagents, catalysts & solvents 1

HCID 31347SulfolaneSolvent

Procedure

2.7 gm (10 mmols) of 2-(4-hydroxy-phenyl)-6-methoxy-3,4-dihydro-quinazolin-4-one were dissolved in 30 ml of sulfolane, and the solution was mixed with 1.5 gm (10 mmols+10%) of potassium carbonate. The resulting clear solution was admixed with 2.7 ml of 1-bromo-3-chloropropane, and the reaction mixture was stirred until the reaction was complete. After pouring it 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-b999d58fcffb4df9aa7be5941b83e588
Source dataset
uspto-grants-1983_04
Patent number
US04379788

Reaction notes

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