Ammonia → 2-Fluoro-4-iodobenzamide

HRID 59322

Reaction equation

HRID 59322 reaction equation
[F:1][C:2]1[CH:10]=[C:9]([I:11])[CH:8]=[CH:7][C:3]=1[C:4](O)=[O:5].C(Cl)(=O)C(Cl)=O.[NH3:18].C(Cl)Cl>C1COCC1>[F:1][C:2]1[CH:10]=[C:9]([I:11])[CH:8]=[CH:7][C:3]=1[C:4]([NH2:18])=[O:5]

Participants

6

Reactant 4

HCID 222AmmoniaHCID 6344DichloromethaneHCID 65578Oxalyl chlorideHCID 27745162-Fluoro-4-iodobenzoic acid

Product 1

HCID 219047552-Fluoro-4-iodobenzamide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The title compound was prepared according to the procedure described in step-2 of Intermediate-26 by using 2-fluoro-4-iodobenzoic acid (5.00 g, 18.0 mmol), oxalyl chloride (2.0 mL, 22.0 mmol), ammonia gas, DCM (100 mL) and THF (100 mL) to afford 2.00 g of the desired product. 1H NMR (300 MHz, DMSO d6): δ 7.40 (t, J=7.8 Hz, 1H), 7.63-7.76 (m, 1H); MS (m/z): 266.19 (M+H)+.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-608a80d74a534b1ca94e9867f20cd1e0
Source dataset
uspto-grants-2016_09
Patent number
US09439890B2

Linked notes

Loading…