Oxalyl chloride → 2-Chloro-5-((2,2,2-trifluoroacetamido)methyl)benzoyl isocyanate

HRID 59268Notes

Reaction equation

HRID 59268 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][C:8]([CH2:11][NH:12][C:13](=[O:18])[C:14]([F:17])([F:16])[F:15])=[CH:7][C:3]=1[C:4]([NH2:6])=[O:5].C(Cl)(=O)[C:20](Cl)=[O:21]>C(Cl)CCl>[Cl:1][C:2]1[CH:10]=[CH:9][C:8]([CH2:11][NH:12][C:13](=[O:18])[C:14]([F:16])([F:17])[F:15])=[CH:7][C:3]=1[C:4]([N:6]=[C:20]=[O:21])=[O:5]

Participants

4

Reactant 2

HCID 65578Oxalyl chlorideHCID 900191952-Chloro-5-((2,2,2-trifluoroacetamido)methyl)benzamide

Product 1

HCID 900192862-Chloro-5-((2,2,2-trifluoroacetamido)methyl)benzoyl isocyanateYield 91.3%

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

The title compound was prepared according to the procedure described in step-2 of Intermediate-8 by using 2-chloro-5-((2,2,2-trifluoroacetamido)methyl)benzamide (0.700 g, 2.5 mmol), oxalyl chloride (0.3 mL, 3.0 mmol) and EDC (30 mL) to afford 0.700 g of the desired product.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-13e5ea97421248719513366fa0a7956b
Source dataset
uspto-grants-2016_09
Patent number
US09439890B2

Reaction notes

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