4-Amino-m-cresol → HCID 135804501, compound

HRID 2183421Notes

Reaction equation

HRID 2183421 reaction equation
[NH2:1][C:2]1[C:3]([CH3:9])=[CH:4][C:5]([OH:8])=[CH:6][CH:7]=1.[C:10]([C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([C:19](=O)[CH3:20])[N:14]=1)(=O)[CH3:11]>CO.C(O)=O>[OH:8][C:5]1[CH:6]=[CH:7][C:2]([N:1]=[C:10]([C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([C:19](=[N:1][C:2]3[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][C:3]=3[CH3:9])[CH3:20])[N:14]=2)[CH3:11])=[C:3]([CH3:9])[CH:4]=1

Participants

5

Reactant 2

HCID 178194-Amino-m-cresolHCID 707902,6-Diacetylpyridine

Product 1

HCID 135804501HCID 135804501, compound

Reagents, catalysts & solvents 2

HCID 284Formic AcidCatalystHCID 887MethanolSolvent

Procedure

4-Amino-m-cresol (450 mg) and 300 mg 2,6-diacetylpyridine were dissolved in 20 ml methanol. Four drops of formic acid were added and the solution was stirred for 2 d. The yellow solid was washed with cold methanol. Yield: 600 mg. 1H-NMR (200 MHz, CDCl3): 8.35 (d, 2H), 7.85 (t, 1H), 6.53-6.74 (6 H), 4.50 (s, 2H), 2.32 (s, 6H), 2.09 ppm (s, 6H)

Workup

  1. washThe yellow solid was washed with cold methanol

Sources & evidence

ORD record
ord-4cfc6b681c4e44f1bd20f6e29fb823e6
Source dataset
uspto-grants-2005_05
Patent number
US06900153B2

Reaction notes

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