Hydrochloric Acid → 2-(2-Fluorobenzoyl)-amino-5-bromo-benzamide

HRID 457715

Reaction equation

HRID 457715 reaction equation
N[C:2]1[CH:10]=[CH:9][C:8]([Br:11])=[CH:7][C:3]=1[C:4]([NH2:6])=[O:5].[N:12]1C=CC=CC=1.[F:18][C:19]1[CH:27]=[CH:26][CH:25]=[CH:24][C:20]=1[C:21](Cl)=[O:22].Cl>C(Cl)(Cl)Cl>[F:18][C:19]1[CH:27]=[CH:26][CH:25]=[CH:24][C:20]=1[C:21]([C:2]1[C:10]([NH2:12])=[CH:9][C:8]([Br:11])=[CH:7][C:3]=1[C:4]([NH2:6])=[O:5])=[O:22]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 1049PyridineHCID 98082-Fluorobenzoyl chlorideHCID 50192712-Amino-5-bromobenzamide

Product 1

HCID 184406392-(2-Fluorobenzoyl)-amino-5-bromo-benzamideYield 57.4%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Conditions

Temperature
0 °C

Procedure

2-Amino-5-bromo-benzamide (2 g, 9.3 mmol) was dissolved in chloroform (40 ml) in a 50 ml round bottomed flask and cooled to 0° C. Pyridine (0.8 ml, 9.3 mmol) was added followed by 2-fluoro-benzoyl chloride (1.3 ml, 10 mmol) and the mixture was magnetically stirred for 1 hr at this temperature. 10% Hydrochloric acid (50 ml) was added and the precipitated solid was filtered, washed with water and dried to yield pure title compound (1.8 g, 57%).

Workup

  1. filtrationthe precipitated solid was filtered
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-f94ac6a08766449cb5c084e38556efe9
Source dataset
uspto-grants-2007_03
Patent number
US07189733B2

Linked notes

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