Hydrochloric Acid → HCID 955793, compound

HRID 581052Notes

Reaction equation

HRID 581052 reaction equation
[CH3:1][O:2][C:3]1[CH:9]=[C:8]([O:10][CH3:11])[CH:7]=[CH:6][C:4]=1[NH2:5].C(N(CC)CC)C.[Cl:19][C:20]1[CH:25]=[CH:24][C:23]([CH2:26][C:27](Cl)=[O:28])=[CH:22][CH:21]=1.Cl>C(Cl)Cl>[Cl:19][C:20]1[CH:25]=[CH:24][C:23]([CH2:26][C:27]([NH:5][C:4]2[CH:6]=[CH:7][C:8]([O:10][CH3:11])=[CH:9][C:3]=2[O:2][CH3:1])=[O:28])=[CH:22][CH:21]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 176522,4-DimethoxyanilineHCID 906924-Chlorophenylacetyl chloride

Product 1

HCID 955793HCID 955793, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To 3.56 g (20 mmol) of 2,4-dimethoxyaniline and 2.53 g (25 mmol) of triethylamine in 50 ml of methylene chloride are added dropwise, whilst cooling with ice, 3.97 g (21 mmol) of 4-chlorophenylacetyl chloride. The mixture is stirred for a further hour at ambient temperature, added to dilute hydrochloric acid and extracted with methylene chloride. The extracts are dried and evaporated down. The evaporation residue is triturated with petroleum ether and suction filtered. Yield: 5.2 g (85.0% of theory), Melting point: 134-135° C.

Workup

  1. extractionextracted with methylene chloride
  2. customThe extracts are dried
  3. customevaporated down
  4. customThe evaporation residue is triturated with petroleum ether and suction
  5. filtrationfiltered

Sources & evidence

ORD record
ord-9c0f85f8e4a44589a656686a5fd6625a
Source dataset
uspto-grants-1999_07
Patent number
US05919807

Reaction notes

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