6-Methyl-2-pyridinecarboxaldehyde → HCID 54180332, compound

HRID 1764749Notes

Reaction equation

HRID 1764749 reaction equation
[CH3:1][C:2]1[N:7]=[C:6]([CH:8]=O)[CH:5]=[CH:4][CH:3]=1.[C:10]1([CH:16]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[N:17]2[CH2:23][C:22](=[O:24])[NH:21][NH:20][C:19](=[O:25])[CH2:18]2)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>C1C=CC=CC=1>[C:26]1([CH:16]([C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=2)[N:17]2[CH2:23][C:22](=[O:24])[N:20]([N:21]=[CH:8][C:6]3[CH:5]=[CH:4][CH:3]=[C:2]([CH3:1])[N:7]=3)[C:19](=[O:25])[CH2:18]2)[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1

Participants

4

Reactant 2

HCID 707376-Methyl-2-pyridinecarboxaldehydeHCID 22769787HCID 22769787, compound

Product 1

HCID 54180332HCID 54180332, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A mixture of 22.6 parts by weight of 6-methylpyridine-2-carboxaldehyde and 50 parts by weight of 5-diphenylmethyl-3,7-diketo-1,2-dihydro-1,2,5-triazepine in the presence of 800 parts by volume of benzene is heated at reflux temperature for 4 hrs. with continuous water separation. The mixture is first washed with 3N hydrochloric acid, then washed with water and evaporated to dryness to give a residue. Crystallization of this residue from ethanol affords 1-diphenylmethyl-4-(6-methyl-2-pyridylmethyleneamino)-3,5-diketopiperazine melting at 161°-163° C. This compound is represented by the following structural formula ##STR8##

Workup

  1. temperatureis heated
  2. temperatureat reflux temperature for 4 hrs
  3. customwith continuous water separation
  4. washThe mixture is first washed with 3N hydrochloric acid
  5. washwashed with water
  6. customevaporated to dryness
  7. customto give a residue
  8. customCrystallization of this residue from ethanol

Sources & evidence

ORD record
ord-371990358f584b2fb6f37af3f18b3579
Source dataset
uspto-grants-1978_09
Patent number
US04117225

Reaction notes

Loading…