Hydrochloric Acid → HCID 19863770, compound

HRID 1165065Notes

Reaction equation

HRID 1165065 reaction equation
C[O:2][C:3]([CH2:5][C:6]1[CH:11]=[CH:10][C:9]([NH:12][C:13]2[CH:18]=[C:17]([CH3:19])[C:16]([OH:20])=[C:15]([CH3:21])[C:14]=2[CH3:22])=[CH:8][CH:7]=1)=[O:4].[ClH:23]>C(O)(=O)C>[ClH:23].[C:3]([CH2:5][C:6]1[CH:7]=[CH:8][C:9]([NH:12][C:13]2[CH:18]=[C:17]([CH3:19])[C:16]([OH:20])=[C:15]([CH3:21])[C:14]=2[CH3:22])=[CH:10][CH:11]=1)([OH:4])=[O:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 14649966HCID 14649966, compound2×

Product 1

HCID 19863770HCID 19863770, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
50 °C

Procedure

A mixture of 2.0 g of 4-(4-methoxycarbonylmethylphenylamino)-2,3,6-trimethylphenol (Compound 86), 7.2 ml of 36% hydrochloric acid and 14.2 ml of acetic acid was heated at 50° C. for 14.5 hours. The reaction mixture was cooled to room temperature, and the crystals that precipitated were filtered, washed with acetonitrile and dried, giving 1.6 g of the title compound. The filtrate was concentrated under reduced pressure, and the solid thus obtained was treated similarly, additionally giving 0.4 g of the title compound.

Workup

  1. temperatureThe reaction mixture was cooled to room temperature
  2. customthe crystals that precipitated
  3. filtrationwere filtered
  4. washwashed with acetonitrile
  5. customdried

Sources & evidence

ORD record
ord-f77e0d93265f4048991484b35fc0610a
Source dataset
uspto-grants-1990_03
Patent number
US04906662

Reaction notes

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