(4-Chlorophenyl)hydrazine → HCID 178518394, compound

HRID 1755693Notes

Reaction equation

HRID 1755693 reaction equation
[O:1]=[C:2]1[CH:10]2[CH:5]([CH2:6][C:7](O[Si](C)(C)C)=[C:8](O[Si](C)(C)C)[CH2:9]2)[C:4](=[O:21])[NH:3]1.[Cl:22][C:23]1[CH:28]=[CH:27][C:26]([NH:29][NH2:30])=[CH:25][CH:24]=1>CO.C(O)(=O)C>[Cl:22][C:23]1[CH:28]=[CH:27][C:26]([N:29]=[N:30][C:7]2[CH2:6][CH:5]3[CH:10]([CH2:9][C:8]=2[NH:30][NH:29][C:26]2[CH:27]=[CH:28][C:23]([Cl:22])=[CH:24][CH:25]=2)[C:2](=[O:1])[NH:3][C:4]3=[O:21])=[CH:25][CH:24]=1

Participants

5

Reactant 2

HCID 70624(4-Chlorophenyl)hydrazineHCID 14291186HCID 14291186, compound

Product 1

HCID 178518394HCID 178518394, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 887MethanolSolvent

Procedure

8 g (24.4 mmole) 1,3,3a,4,7,7a-hexahydro-1,3-dioxo-5,6-bis(trimethylsiloxy)-isoindole and 11.4 g (80 mmole) 4-chlorophenyl hydrazine are boiled under reflux for 16 hours in 50 ml methanol and 50 ml glacial acetic acid. The crystals precipitated out after cooling are filtered off, after-washed several times with methanol, and dried. One obtains 5-[(4-chlorophenyl)-azo]-6-[N'-(4-chlorophenyl)-hydrazino]-1,3,3a,4,7,7a-hexahydro-1,3-dioxoisoindole in the form of yellow-green crystals.

Workup

  1. customThe crystals precipitated out
  2. temperatureafter cooling
  3. filtrationare filtered off
  4. washafter-washed several times with methanol
  5. customdried

Sources & evidence

ORD record
ord-514bbf38f83440ffbb84d64310ce8d10
Source dataset
uspto-grants-1995_08
Patent number
US05438050

Reaction notes

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