Reaction equation
[CH:1]1([C:7]([OH:9])=[O:8])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C1(C([Cl:18])=O)CCCCC1.[C:19]1([CH3:46])[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[O:25][C:26]1[CH:27]=[CH:28][C:29]([CH:37](O)[CH:38]([NH:41][CH:42]([CH3:44])[CH3:43])[CH2:39][CH3:40])=[C:30]2[C:35]=1[NH:34][C:33](=[O:36])[CH:32]=[CH:31]2.CO>Cl.C(OCC)C>[ClH:18].[C:19]1([CH3:46])[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[O:25][C:26]1[CH:27]=[CH:28][C:29]([CH:37]([O:8][C:7]([CH:1]2[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]2)=[O:9])[CH:38]([NH:41][CH:42]([CH3:44])[CH3:43])[CH2:39][CH3:40])=[C:30]2[C:35]=1[NH:34][C:33](=[O:36])[CH:32]=[CH:31]2Participants
Reactant 4
Product 1
Reagents, catalysts & solvents 2
Procedure
2 ml of cyclohexanecarboxylic acid and 2 ml of cyclohexanecarbonyl chloride were added to 1 g of 8-toluyloxy-5-(1-hydroxy-2-isopropylaminobutyl)carbostyril and the mixture was allowed to react for 1 hour at a temperature of 80° C. After completion of the reaction, 2 to 3 drops of concentrated hydrochloric acid and 10 ml of methanol were added to the reaction mixture while cooling with ice-water followed by addition of diethyl ether to crystallize the product. The crystals thus obtained were separated by filtration, washed with diethyl ether and recrystallized from a mixture of methanol and diethyl ether to obtain 1.3 g of 8-toluyloxy-5-(1-cyclohexylcarbonyloxy-2-isopropylaminobutyl)carbostyril hydrochloride having a melting point of 231°-232.5° C.
Workup
- customto react for 1 hour at a temperature of 80° C
- additionwere added to the reaction mixture
- customto crystallize the product
- customThe crystals thus obtained
- customwere separated by filtration
- washwashed with diethyl ether
- customrecrystallized from a mixture of methanol and diethyl ether
Sources & evidence
- ORD record
- ord-e216a3fa8265425bb0145043269e4986
- Source dataset
- uspto-grants-1980_09
- Patent number
- US04223137
Linked notes
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