Tetrahydrofuran → HCID 12087762, compound

HRID 719761Notes

Reaction equation

HRID 719761 reaction equation
O1CCCC1.[Cl:6][C:7]1[C:8]([O:17][C:18]2[CH:24]=[CH:23][C:21]([NH2:22])=[CH:20][C:19]=2[CH3:25])=[N:9][CH:10]=[C:11]([C:13]([F:16])([F:15])[F:14])[CH:12]=1.C(N(CC)CC)C.[Cl:33][C:34]1[CH:42]=[CH:41][C:40]([N+:43]([O-:45])=[O:44])=[CH:39][C:35]=1[C:36](Cl)=[O:37]>O>[Cl:6][C:7]1[C:8]([O:17][C:18]2[CH:24]=[CH:23][C:21]([NH:22][C:36](=[O:37])[C:35]3[CH:39]=[C:40]([N+:43]([O-:45])=[O:44])[CH:41]=[CH:42][C:34]=3[Cl:33])=[CH:20][C:19]=2[CH3:25])=[N:9][CH:10]=[C:11]([C:13]([F:16])([F:14])[F:15])[CH:12]=1

Participants

6

Reactant 4

HCID 8028Tetrahydrofuran2×HCID 8471TriethylamineHCID 117637Benzoyl chloride, 2-chloro-5-nitro-HCID 12922589HCID 12922589, compound

Product 1

HCID 12087762HCID 12087762, compoundYield 65%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To 5 mL of a tetrahydrofuran solution comprising 670 mg of 4-(3-chloro-5-trifluoromethyl-2-pyridyloxy)-3-methylaniline and 270 mg of triethylamine, 5 mL of a tetrahydrofuran solution comprising 490 mg of 2-chloro-5-nitrobenzoylchloride was dropwise added, followed by stirring for about 30 minutes, and then water was added, and the precipitated crystals were collected by filtration. The collected crystals were washed with water and then dried to obtain 700 mg of N-(4-(3-chloro-5-trifluoromethyl-2-pyridyloxy)-3-methylphenyl)-2-chloro-5-nitrobenzamide (Compound No. 106) having a melting point of from 230 to 232° C.

Workup

  1. additionwas dropwise added
  2. filtrationthe precipitated crystals were collected by filtration
  3. washThe collected crystals were washed with water
  4. customdried

Sources & evidence

ORD record
ord-452bc5b06db447a9a1692f289965068b
Source dataset
uspto-grants-2006_11
Patent number
US07132546B2

Reaction notes

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