Ethanol → 4-[4-(3,5-dichloro-phenyl)-4-trifluoromethyl-4,5-dihydro-3H-pyrrol-2-yl]-2-chloro-benzaldehyde-ethylsemicarbazone

HRID 241523Notes

Reaction equation

HRID 241523 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2([C:23]([F:26])([F:25])[F:24])[CH2:13][N:12]=[C:11]([C:14]3[CH:21]=[CH:20][C:17]([CH:18]=O)=[C:16]([Cl:22])[CH:15]=3)[CH2:10]2)[CH:5]=[C:6]([Cl:8])[CH:7]=1.Cl.C([NH:30][NH:31][C:32]([NH2:34])=[O:33])C.O.[CH2:36](O)[CH3:37]>C(O)(=O)C>[CH2:36]([N:31]([C:32]([NH2:34])=[O:33])[N:30]=[CH:18][C:17]1[CH:20]=[CH:21][C:14]([C:11]2[CH2:10][C:9]([C:4]3[CH:3]=[C:2]([Cl:1])[CH:7]=[C:6]([Cl:8])[CH:5]=3)([C:23]([F:24])([F:25])[F:26])[CH2:13][N:12]=2)=[CH:15][C:16]=1[Cl:22])[CH3:37]

Participants

6

Reactant 4

HCID 702EthanolHCID 962WaterHCID 86690409Ethyl semicarbazide hydrochlorideHCID 866910504-[4-(3,5-dichloro-phenyl)-4-trifluoromethyl-4,5-dihydro-3H-pyrrol-2-yl]-2-chloro-benzaldehyde

Product 1

HCID 1233856504-[4-(3,5-dichloro-phenyl)-4-trifluoromethyl-4,5-dihydro-3H-pyrrol-2-yl]-2-chloro-benzaldehyde-ethylsemicarbazoneYield 93%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
70 °C

Procedure

A mixture of 4-[4-(3,5-dichloro-phenyl)-4-trifluoromethyl-4,5-dihydro-3H-pyrrol-2-yl]-2-chloro-benzaldehyde (121 mg, 0.29 mmol) and ethyl semicarbazide hydrochloride (60 mg 0.43 mmol) in ethanol (5 mL) and glacial acetic acid (0.1 mL) was heated at 70° C. for 4 h. Then, water was added and cooled, upon which a precipitate formed. The latter was collected by filtration and dried in vacuum to obtain the title compound (137 mg, 93%).

Workup

  1. temperaturecooled, upon which a precipitate
  2. customformed
  3. filtrationThe latter was collected by filtration
  4. customdried in vacuum

Sources & evidence

ORD record
ord-5bd3fa0d1fca4585bd89f76ba57d0160
Source dataset
uspto-grants-2014_02
Patent number
US08653000B2

Reaction notes

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