Tetrahydrofuran → HCID 12087764, compound

HRID 719764Notes

Reaction equation

HRID 719764 reaction equation
O1CCCC1.[Cl:6][C:7]1[C:8]([CH2:17][O:18][C:19]2[CH:25]=[CH:24][C:22]([NH2:23])=[CH:21][CH:20]=2)=[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]([CH2:17][O:18][C:19]2[CH:25]=[CH:24][C:22]([NH:23][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:21][CH:20]=2)=[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 21901883HCID 21901883, compound

Product 1

HCID 12087764HCID 12087764, compoundYield 78.9%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To 5 mL of a tetrahydrofuran solution comprising 300 mg of 4-(3-chloro-5-trifluoromethyl-2-pyridylmethyloxy)aniline and 120 mg of triethylamine, 5 mL of a tetrahydrofuran solution comprising 220 mg of 2-chloro-5-nitrobenzoylchloride was dropwise added, followed by stirring for about 30 minutes, and then water was added thereto, and the precipitated crystals were collected by filtration. The collected crystals were washed with water and then dried to obtain 380 mg of N-(4-(3-chloro-5-trifluoromethyl-2-pyridylmethyloxy)phenyl)-2-chloro-5-nitrobenzamide (Compound No. 135) having a melting point of from 193 to 195° 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-be68c81e15174effa5b54d3c42262a51
Source dataset
uspto-grants-2006_11
Patent number
US07132546B2

Reaction notes

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