Hydrochloric Acid → 2-O-acetyl-2'-trifluoromethyl-4',5-dicyano-3-t-butyl-6-methylsalicylanilide

HRID 2398824노트

반응식

HRID 2398824 반응식
[C:1](OC(=O)C)(=[O:3])[CH3:2].[F:8][C:9]([F:36])([F:35])[C:10]1[CH:32]=[C:31]([C:33]#[N:34])[CH:30]=[CH:29][C:11]=1[NH:12][C:13](=[O:28])[C:14]1[C:15](=[C:17]([C:24]([CH3:27])([CH3:26])[CH3:25])[CH:18]=[C:19]([C:22]#[N:23])[C:20]=1[CH3:21])[OH:16].C(NC1C=CC=CC=1)(=O)C1C(=CC=CC=1)O.Cl>N1C=CC=CC=1.C(Cl)(Cl)Cl>[C:1]([O:16][C:15]1[C:14](=[C:20]([CH3:21])[C:19]([C:22]#[N:23])=[CH:18][C:17]=1[C:24]([CH3:27])([CH3:26])[CH3:25])[C:13]([NH:12][C:11]1[CH:29]=[CH:30][C:31]([C:33]#[N:34])=[CH:32][C:10]=1[C:9]([F:35])([F:36])[F:8])=[O:28])(=[O:3])[CH3:2]

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 6872SalicylanilideHCID 7918Acetic AnhydrideHCID 21434103HCID 21434103, 화합물

생성물 1

HCID 867347802-O-acetyl-2'-trifluoromethyl-4',5-dicyano-3-t-butyl-6-methylsalicylanilide

시약·촉매·용매 2

HCID 1049Pyridine용매2회HCID 6212Chloroform용매

실험 절차

A solution of acetic anhydride (0.1 ml.) in dry pyridine (1 ml.) is added dropwise to a stirred solution of 2'-trifluoromethyl-4',5-dicyano-3-t-butyl-6-methylsalicylanilide (0.38 g.) in dry pyridine (4 ml.) at 0°-5° C. The mixture is stirred at 0°-5° C. for 1 hour and then at room temperature until no starting salicylanilide is left, as shown by the absence of the characteristic ferric chloride positive spot, on TLC analysis on silica using chloroform as eluant. The mixture is then poured onto a mixture of ice (30 g.) and 2N hydrochloric acid solution (20 ml.). The solid which is formed is collected and washed with water. After drying, the solid is recrystallised from a mixture containing equal parts of ether and cyclohexane to give 2-O-acetyl-2'-trifluoromethyl-4',5-dicyano-3-t-butyl-6-methylsalicylanilide, m.p. 171°-172° C., having spectroscopic properties consistent with those of an O-acetate.

후처리

  1. customThe solid which is formed
  2. customis collected
  3. washwashed with water
  4. customAfter drying
  5. customthe solid is recrystallised from a mixture
  6. additioncontaining equal parts of ether and cyclohexane

출처 및 근거

ORD 기록
ord-49efbe4b05ed48abb96bfc4ff98860e9
출처 데이터셋
uspto-grants-1977_05
특허 번호
US04025647

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