5-Chloro-2-methoxybenzoyl chloride → HCID 22100465, compound

HRID 1457752Notes

Reaction equation

HRID 1457752 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:11][CH3:12])=[C:6]([CH:10]=1)[C:7](Cl)=[O:8].Cl.[NH2:14][CH:15]1[C:24](=[O:25])[C:23]2[C:18](=[CH:19][C:20]([CH3:26])=[CH:21][CH:22]=2)[O:17][CH2:16]1>N1C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:11][CH3:12])=[C:6]([CH:10]=1)[C:7]([NH:14][CH:15]1[C:24](=[O:25])[C:23]2[C:18](=[CH:19][C:20]([CH3:26])=[CH:21][CH:22]=2)[O:17][CH2:16]1)=[O:8]

Participants

4

Reactant 2

HCID 123841765-Chloro-2-methoxybenzoyl chlorideHCID 22100487HCID 22100487, compound

Product 1

HCID 22100465HCID 22100465, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

17.5 g (85 mmol) of 5-chloro-2-methoxybenzoyl chloride were added to a solution of 18.2 g (85 mmol) of 3-amino-7-methyl-4-chromanone hydrochloride (Hebd. Seances Acad. Sci. Ser. C. 279, 281-284) in 90 ml of pyridine at room temperature. After the mixture had been stirred for 2 hours (TLC control: silica gel plate using petroleum ether/ethyl acetate/toluene 2:2:1), it was introduced into ice/water. The precipitate was filtered off with suction, washed several times with water and dried. The 3-(5-chloro-2-methoxybenzamido)-7-methyl-4-chromanone had a melting point of 177°-178° C.

Workup

  1. filtrationThe precipitate was filtered off with suction
  2. washwashed several times with water
  3. customdried

Sources & evidence

ORD record
ord-0de3102a2ff74404b7294b8370580436
Source dataset
uspto-grants-1998_12
Patent number
US05849755

Reaction notes

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