HCID 22761662, compound → HCID 22761652, compound

HRID 1703462Notes

Reaction equation

HRID 1703462 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[C:14](=[O:15])[C:13]3=[CH:16][C:17]([Cl:20])=[CH:18][CH:19]=[C:12]3[C:11]2=[O:21])=[C:6]([CH2:22][OH:23])[CH:5]=1)([O-])=O.[H][H]>[Ni].C(OCC)(=O)C>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([N:10]2[C:14](=[O:15])[C:13]3=[CH:16][C:17]([Cl:20])=[CH:18][CH:19]=[C:12]3[C:11]2=[O:21])=[C:6]([CH2:22][OH:23])[CH:5]=1

Participants

5

Reactant 2

HCID 22761662HCID 22761662, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 22761652HCID 22761652, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 8857Ethyl AcetateSolvent

Procedure

The mixture of 3.0 g of N-(4-nitro-2-hydroxymethylphenyl)-4-chlorophthalimide, 1.5 g of Raney nickel and 250 ml of ethyl acetate is hydrogenated at room temperature and atmospheric pressure until the hydrogen uptake ceases. It is filtered, the filtrate evaporated and the residue recrystallized from ethyl acetate-diethyl ether, to yield the N-(4-amino-2-hydroxymethylphenyl)-4-chlorophthalimide melting at 228°-230°.

Workup

  1. customis hydrogenated at room temperature
  2. filtrationIt is filtered
  3. customthe filtrate evaporated
  4. customthe residue recrystallized from ethyl acetate-diethyl ether

Sources & evidence

ORD record
ord-ae70356acdc74ccfa90d08a8e1c14306
Source dataset
uspto-grants-1978_11
Patent number
US04124593

Reaction notes

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