Hydantoin → HCID 178480208, compound

HRID 1608977Notes

Reaction equation

HRID 1608977 reaction equation
[CH3:1][N:2]1[CH2:7][CH:6]=[C:5]([C:8]2[C:16]3[C:11](=[CH:12][CH:13]=[C:14]([CH:17]=O)[CH:15]=3)[NH:10][CH:9]=2)[CH2:4][CH2:3]1.[NH:19]1[CH2:25][C:23](=[O:24])[NH:22][C:20]1=[O:21].C([O-])(=O)C.[NH4+]>C(O)(=O)C>[CH3:1][N:2]1[CH2:7][CH:6]=[C:5]([C:8]2[C:16]3[C:11](=[CH:12][CH:13]=[C:14]([CH:17]=[C:25]4[NH:19][C:20](=[O:21])[NH:22][C:23]4=[O:24])[CH:15]=3)[NH:10][CH:9]=2)[CH2:4][CH2:3]1

Participants

5

Reactant 3

HCID 10006HydantoinHCID 517165Ammonium AcetateHCID 152332753-(1-Methyl-1,2,3,6-tetrahydro-4-pyridyl)-1H-indole-5-carbaldehyde

Product 1

HCID 178480208HCID 178480208, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of the product from step (b) (2.4 g), hydantoin (Aldrich, 0.98 g) and ammonium acetate (0.74 g) in glac. acetic acid (2.4 ml) was heated at 120° C. for 4 hours. The mixture was cooled and the resulting precipitate filtered off and dried to give the desired product as a yellow solid (2.4 g).

Workup

  1. temperatureThe mixture was cooled
  2. filtrationthe resulting precipitate filtered off
  3. customdried

Sources & evidence

ORD record
ord-56e436876d1c40c7b16fe58088b811a1
Source dataset
uspto-grants-1995_03
Patent number
US05399574

Reaction notes

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