Potassium Hydroxide → HCID 14880474, compound
Reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]([C:10]1[CH:18]=[CH:17][CH:16]=[C:15]2[C:11]=1[CH:12]=[CH:13][NH:14]2)=O.O.NN.[OH-].[K+]>C(O)COCCO>[NH:14]1[C:15]2[C:11](=[C:10]([CH2:8][C:3]3[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=3[OH:1])[CH:18]=[CH:17][CH:16]=2)[CH:12]=[CH:13]1Participants
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 140 °C
Procedure
A mixture of 22.74 g of the product of Step D of Example 3, 49.4 ml of hydrazine monohydrate, 96 ml of diethylene glycol and 38.4 ml of 38% caustic potassium hydroxide was stirred for 30 minutes at 140° C. and after the mixture was heated to 210° C., the water and hydrazine hydrate were distilled off. Stirring was continued for one hour at 210° C. and the mixture was allowed to return to ambient temperature and poured into 300 ml of a saturated aqueous solution of sodium chloride. Extraction took place with ethyl acetate and the extracts were evaporated to dryness under reduced pressure. The residue was chromatographed on silica (eluant: methylene chloride) to obtain 20.55 g of the desired product melting at 139° C. which was used as is for the following step.
Workup
- temperatureafter the mixture was heated to 210° C.
- distillationthe water and hydrazine hydrate were distilled off
- stirringStirring
- waitwas continued for one hour at 210° C.
- customto return to ambient temperature
- additionpoured into 300 ml of a saturated aqueous solution of sodium chloride
- extractionExtraction
- customthe extracts were evaporated to dryness under reduced pressure
- customThe residue was chromatographed on silica (eluant: methylene chloride)
Sources & evidence
- ORD record
- ord-39cfcbbbd1a9477c9a4381390afbc1c2
- Source dataset
- uspto-grants-1993_01
- Patent number
- US05182282
Reaction notes
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