Hydrochloric Acid → HCID 12899436, compound

HRID 621549Notes

Reaction equation

HRID 621549 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 conditions. 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 a 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 organic needle-like crystals with a melting point of 165° C.

Workup

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

Sources & evidence

ORD record
ord-ef0aa558a4a5409d818c070a893b116d
Source dataset
uspto-grants-1989_04
Patent number
US04824840

Reaction notes

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