Hydrochloric Acid → HCID 10250916, compound

HRID 1578082Notes

Reaction equation

HRID 1578082 reaction equation
[N+:1]([C:4]1[CH:11]=[CH:10][CH:9]=[CH:8][C:5]=1[CH:6]=[O:7])([O-:3])=O.[Cl:12][C:13]1[CH:14]=[C:15]([CH:20]2[CH2:25][C:24](=[O:26])[CH2:23][C:22](=O)[CH2:21]2)[CH:16]=[CH:17][C:18]=1[Cl:19].O.[ClH:29]>C(O)(=O)C.CO>[Cl:29][C:9]1[CH:8]=[C:5]2[C:4]([N:1]([OH:3])[C:22]3[CH2:21][CH:20]([C:15]4[CH:16]=[CH:17][C:18]([Cl:19])=[C:13]([Cl:12])[CH:14]=4)[CH2:25][C:24](=[O:26])[C:23]=3[C:6]2=[O:7])=[CH:11][CH:10]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 111012-NitrobenzaldehydeHCID 5991265-(3,4-dichlorophenyl)cyclohexane-1,3-dione

Product 1

HCID 10250916HCID 10250916, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 887MethanolSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 3.25 g of 2-nitrobenzaldehyde and 5.5 g of 5-(3,4-dichlorophenyl)-1,3-cyclohexanedione in 20 ml of glacial acetic acid and 20 ml of concentrated hydrochloric acid is heated at 80° C. for 0.5 hr, cooled and poured into 300 ml of water. The solid is digested in hot methanol and dried in vacuo to give 7-chloro-3-(3,4-dichlorophenyl)-3,4-dihydro-10-hydroxy-1,9(2H,-10H)-acridinedione; mp 268°-269° C. (dec).

Workup

  1. temperaturecooled
  2. customdried in vacuo

Sources & evidence

ORD record
ord-9e1b0b4ee0a84ea0ad4ecc1a5bbf527a
Source dataset
uspto-grants-1981_09
Patent number
US04291034

Reaction notes

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