Hydrochloric Acid → HCID 12899436, compound

HRID 569950Notes

Reaction equation

HRID 569950 reaction equation
Br[C:2]1[CH:3]=[CH:4][C:5]([O:13][CH3:14])=[C:6]2[C:11]=1[NH:10][C:9](=[O:12])[CH2:8][CH2:7]2.[ClH:15]>CS(C)=O>[Cl:15][C:2]1[CH:3]=[CH:4][C:5]([O:13][CH3:14])=[C:6]2[C:11]=1[NH:10][C:9](=[O:12])[CH2:8][CH2:7]2

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 21243022HCID 21243022, compound

Product 1

HCID 12899436HCID 12899436, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

22.7 Grams of 8-bromo-5-methoxy-3,4-dihydrocarbostyril and 25 g of cuprous chloride are mixed with 100 ml of dimethyl sulfoxide and heated at 135°-140° C. for 4 hours under stirring condition. After the reaction is completed, the reaction mixture is mixed with 200 g of ice and 50 ml of concentrated hydrochloric acid and stirred at room temperature for 1 hour. The crystals thus precipitated are separated by filtration, washed first with diluted hydrochloric acid and then with water and dried. The crude crystals thus obtained are recrystallized from ligroin-benzene to obtain 13 g of 8-chloro-5-methoxy-3,4-dihydrocarbostyril in the form of pale orange needle-like crystals with a melting point of 165° C.

Workup

  1. temperatureheated at 135°-140° C. for 4 hours
  2. stirringstirred at room temperature for 1 hour
  3. customThe crystals thus precipitated
  4. customare separated by filtration
  5. washwashed first with diluted hydrochloric acid
  6. dry with materialwith water and dried
  7. customThe crude crystals thus obtained
  8. customare recrystallized from ligroin-benzene

Sources & evidence

ORD record
ord-f0c899c43c424f21a54896b343b8860c
Source dataset
uspto-grants-1988_03
Patent number
US04734416

Reaction notes

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