Hydrochloric Acid → HCID 22387815, compound

HRID 1072818Notes

Reaction equation

HRID 1072818 reaction equation
[Cl:1][C:2]1[CH:25]=[C:24]([Cl:26])[CH:23]=[CH:22][C:3]=1[C:4]([C:6]1[O:10][C:9]2[C:11]([C:16]([O:18]CC)=[O:17])=[CH:12][C:13]([CH3:15])=[CH:14][C:8]=2[C:7]=1[CH3:21])=O.O.NN.[K].Cl>C(O)CO>[C:16]([C:11]1[C:9]2[O:10][C:6]([CH2:4][C:3]3[CH:22]=[CH:23][C:24]([Cl:26])=[CH:25][C:2]=3[Cl:1])=[C:7]([CH3:21])[C:8]=2[CH:14]=[C:13]([CH3:15])[CH:12]=1)([OH:18])=[O:17]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 24654Hydrazine hydrate (1:1)HCID 5462222PotassiumHCID 22388556HCID 22388556, compound

Product 1

HCID 22387815HCID 22387815, compoundYield 94.8%

Reagents, catalysts & solvents 1

HCID 174Ethylene GlycolSolvent

Conditions

Temperature
150 °C

Procedure

2-(2,4-Dichlorobenzoyl)-7-(ethoxycarbonyl)-3,5-dimethylbenzo[b]furan (0.78 g) and hydrazine monohydrate (0.70 g) were stirred in ethylene glycol (6.5 ml) at 140° C. for 2 hr. After cooling, potassium hydoroxide (0.75 g) was added and the mixture was stirred at 150° C. for 4 hr. After cooling, ice and concentrated hydrochloric acid were added and precipitate was collected by filtration. The precipitate was washed with water and diisopropyl ether and dried to give the objective compound (0.66 g) as white crystals.

Workup

  1. temperatureAfter cooling
  2. temperatureAfter cooling
  3. filtrationprecipitate was collected by filtration
  4. washThe precipitate was washed with water and diisopropyl ether
  5. customdried

Sources & evidence

ORD record
ord-d15c399d7de646689d26cbf8bf8d7c17
Source dataset
uspto-grants-2005_06
Patent number
US06911469B2

Reaction notes

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