Hexahydrophthalic anhydride → HCID 13285942, compound

HRID 485209Notes

Reaction equation

HRID 485209 reaction equation
[CH:1]12[C:10](=[O:11])[O:9][C:7](=O)[CH:2]1[CH2:3][CH2:4][CH2:5][CH2:6]2.[Cl:12][C:13]1[CH:19]=[CH:18][C:16]([NH2:17])=[CH:15][C:14]=1[O:20][CH2:21][C:22]#[N:23]>C(O)(=O)C>[Cl:12][C:13]1[CH:19]=[CH:18][C:16]([N:17]2[C:10](=[O:11])[C:1]3[CH2:6][CH2:5][CH2:4][CH2:3][C:2]=3[C:7]2=[O:9])=[CH:15][C:14]=1[O:20][CH2:21][C:22]#[N:23]

Participants

4

Reactant 2

HCID 85689Hexahydrophthalic anhydrideHCID 20269769HCID 20269769, compound

Product 1

HCID 13285942HCID 13285942, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 1.52 g. of cyclohexane-1,2-dicarboxylic anhydride, 1.83 g. of 4-chloro-3-cyanomethoxyaniline (melting point 89°-90° C.) and 8 ml. of acetic acid was refluxed with stirring for 2.5 hours. The solvent was distilled off under a reduced pressure and then, water was added to obtain a crude crystal. The product was recrystallized from methanol to obtain 2.83 g. of Compound No. 228 shown in Table 1.

Workup

  1. additionA mixture of 1.52 g
  2. distillationThe solvent was distilled off under a reduced pressure
  3. additionwater was added
  4. customto obtain a crude crystal
  5. customThe product was recrystallized from methanol
  6. customto obtain 2.83 g

Sources & evidence

ORD record
ord-0d51914c85de4802ac372e8555c8295c
Source dataset
uspto-grants-1985_08
Patent number
US04536209

Reaction notes

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