Ammonia → 3-Amino-2,4-dichlorobenzamide

HRID 410061Notes

Reaction equation

HRID 410061 reaction equation
ClC([N:6](C)C)=C(C)C.[NH2:9][C:10]1[C:11]([Cl:20])=[C:12]([CH:16]=[CH:17][C:18]=1[Cl:19])[C:13](O)=[O:14].N>C1COCC1>[NH2:9][C:10]1[C:11]([Cl:20])=[C:12]([CH:16]=[CH:17][C:18]=1[Cl:19])[C:13]([NH2:6])=[O:14]

Participants

5

Reactant 3

HCID 222AmmoniaHCID 6407921-Chloro-N,N-2-trimethylpropenylamineHCID 152782343-Amino-2,4-dichlorobenzoic acid

Product 1

HCID 586254673-Amino-2,4-dichlorobenzamide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

(1-Chloro-2-methyl-propenyl)-dimethyl-amine (16.1 mL, 116 mmol) is added to 3-amino-2,4-dichloro-benzoic acid (20.0 g, 97.1 mmol) in THF (320 mL). After 4 h at rt the mixture is added dropwise to conc. NH3 (320 mL) and stirred at rt overnight. The reaction mixture is concentrated, cooled and filtered. The filtercake is dried to give the sub-title compound.

Workup

  1. concentrationThe reaction mixture is concentrated
  2. temperaturecooled
  3. filtrationfiltered
  4. customThe filtercake is dried

Sources & evidence

ORD record
ord-dd97a4659cfc4b3b8ca6578b5f177b25
Source dataset
uspto-grants-2014_06
Patent number
US08759537B2

Reaction notes

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