Ammonia → 3-Amino-2,4-dichlorobenzamide

HRID 1258647Notes

Reaction equation

HRID 1258647 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) was 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 was added dropwise to conc. NH3 (320 mL) and stirred at rt overnight. The reaction mixture was concentrated, cooled and filtered. The filtercake was dried to give the sub-title compound.

Workup

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

Sources & evidence

ORD record
ord-73ba70766ac348d6b60ff348c1565a13
Source dataset
uspto-grants-2013_06
Patent number
US08466186B2

Reaction notes

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