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Hydrochloric Acid → 5-tert-butyl-2-methoxy-N-[2-(4-methoxyphenyl)ethyl]benzamide

HRID 2227567
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HRID 2227567 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][NH2:11])=[CH:5][CH:4]=1.[C:12]([C:16]1[CH:17]=[CH:18][C:19]([O:25][CH3:26])=[C:20]([CH:24]=1)[C:21](Cl)=[O:22])([CH3:15])([CH3:14])[CH3:13].Cl>N1C=CC=CC=1.CN(C)C1C=CN=CC=1>[C:12]([C:16]1[CH:17]=[CH:18][C:19]([O:25][CH3:26])=[C:20]([CH:24]=1)[C:21]([NH:11][CH2:10][CH2:9][C:6]1[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=1)=[O:22])([CH3:15])([CH3:13])[CH3:14]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 4657O-Methyltyramine2회HCID 221431005-Tert-butyl-2-methoxybenzoyl chloride

생성물 1

HCID 184743175-tert-butyl-2-methoxy-N-[2-(4-methoxyphenyl)ethyl]benzamide

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 1049
Pyridine
용매

실험 절차

1.51 g (10.0 mmol) of 2-(4-methoxyphenyl)ethylamine were dissolved in 40 ml of pyridine and admixed with a spatula tip of 4-dimethylaminopyridine and then with a solution of 2.15 g (10.5 mmol) of 5-tert-butyl-2-methoxybenzoyl chloride. After the 2-(4-methoxyphenyl)ethylamine had been converted completely, the reaction mixture was poured into cold dilute hydrochloric acid, and the precipitated product was filtered off with suction and dried to give 5-tert-butyl-2-methoxy-N-[2-(4-methoxyphenyl)ethyl]benzamide as a colorless solid. The benzamide was introduced into cold chlorosulfonic acid. After the benzamide had been converted completely, the reaction mixture was poured onto ice and filtered off with suction, and the precipitate was dissolved in acetone. This solution was admixed with excess concentrated aqueous ammonia. After the exothermic reaction had subsided, the mixture was concentrated to a third of its original volume and the precipitate was filtered off with suction. The 5-[2-(5-tert-butyl-2-methoxybenzamido)ethyl]-2-methoxybenzenesulfonamide was obtained in the form of colorless crystals of melting point 165-168° C.

후처리

  1. filtrationthe precipitated product was filtered off with suction
  2. customdried

출처 및 근거

ORD 기록
ord-88fe54cdfec5442eadca15b57e02238c
출처 데이터셋
uspto-grants-2002_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06414030B1

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