Hydrochloric Acid → N-(3-bromo-4-difluoromethoxyphenyl)-1-methylcyclopropanecarboxamide

HRID 543569Notes

Reaction equation

HRID 543569 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:6]=[CH:7][C:8]=1[O:9][CH:10]([F:12])[F:11])[NH2:5].[CH3:13][C:14]1([C:17](Cl)=[O:18])[CH2:16][CH2:15]1.N1C=CC=CC=1.Cl>C(OCC)(=O)C>[Br:1][C:2]1[CH:3]=[C:4]([NH:5][C:17]([C:14]2([CH3:13])[CH2:16][CH2:15]2)=[O:18])[CH:6]=[CH:7][C:8]=1[O:9][CH:10]([F:11])[F:12]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 1049PyridineHCID 127899391-Methylcyclopropane-1-carbonyl chlorideHCID 132950323-Bromo-4-(difluoromethoxy)aniline

Product 1

HCID 13314708N-(3-bromo-4-difluoromethoxyphenyl)-1-methylcyclopropanecarboxamideYield 96%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

In the same manner as in Example 3 but using 3-bromo-4-difluoromethoxyaniline (2.4 g) and 1-methylcyclopropanecarbonyl chloride (1.2 g) with pyridine (0.8 g) as the hydrogen chloride-eliminating agent and ethyl acetate as the solvent, the operations were effected to give N-(3-bromo-4-difluoromethoxyphenyl)-1-methylcyclopropanecarboxamide (3.1 g). M.P., 71°-71.5° C.

Sources & evidence

ORD record
ord-29662b1cb7b847b7b138451e86bf353a
Source dataset
uspto-grants-1984_05
Patent number
US04447260

Reaction notes

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