Ammonia → HCID 14698599, compound

HRID 846206Notes

Reaction equation

HRID 846206 reaction equation
[C:1]([C:3]([C:6]1[CH:22]=[CH:21][C:9]([C:10]([NH:12][C:13]2[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=2)=[O:11])=[CH:8][CH:7]=1)([CH3:5])[CH3:4])#[N:2].N>[Rh]>[NH2:2][CH2:1][C:3]([C:6]1[CH:22]=[CH:21][C:9]([C:10]([NH:12][C:13]2[CH:14]=[CH:15][C:16]([O:19][CH3:20])=[CH:17][CH:18]=2)=[O:11])=[CH:8][CH:7]=1)([CH3:4])[CH3:5]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 14698597HCID 14698597, compound

Product 1

HCID 14698599HCID 14698599, compound

Reagents, catalysts & solvents 1

HCID 23948RhodiumCatalyst

Procedure

2 g. 4-(1-Cyano-1-methylethyl)-N-(4-methoxyphenyl)-benzamide (Example 22) in 100 ml. 10% ethanolic ammonia solution are hydrogenated in the presence of 1 g. 5% rhodium on aluminium oxide for 24 hours at 5 bar. The reaction mixture is filtered with suction, the filtrate is evaporated to dryness and the residue is recrystallised from ethanol. There is obtained 0.68 g. (34% of theory) of the title compound in the form of colourless crystals; m.p. 139°-140° C.

Workup

  1. filtrationThe reaction mixture is filtered with suction
  2. customthe filtrate is evaporated to dryness
  3. customthe residue is recrystallised from ethanol
  4. customThere is obtained 0.68 g

Sources & evidence

ORD record
ord-deebd64ebac14f99b0e9fc822491ce20
Source dataset
uspto-grants-1992_08
Patent number
US05135949

Reaction notes

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