Hydrochloric Acid → Ethyl {[6-(4-Fluorophenoxy)-2-benzothiazolyl]amino}methanethioate

HRID 9135

반응식

HRID 9135 반응식
[NH2:1][C:2]1[S:3][C:4]2[CH:10]=[C:9]([O:11][C:12]3[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=3)[CH:8]=[CH:7][C:5]=2[N:6]=1.Cl[C:20]([O:22][CH3:23])=[S:21].Cl.N1C=CC=C[CH:26]=1>>[F:18][C:15]1[CH:14]=[CH:13][C:12]([O:11][C:9]2[CH:8]=[CH:7][C:5]3[N:6]=[C:2]([NH:1][C:20](=[S:21])[O:22][CH2:23][CH3:26])[S:3][C:4]=3[CH:10]=2)=[CH:17][CH:16]=1

참가 물질

5

반응물 4

HCID 313Hydrochloric AcidHCID 1049PyridineHCID 554404Methyl chloromethanethioateHCID 219855122-Amino-6-(4-fluorophenoxy)benzothiazole

생성물 1

HCID 86588974Ethyl {[6-(4-Fluorophenoxy)-2-benzothiazolyl]amino}methanethioate수율 65%

실험 절차

A suspension of 2-amino-6-(4′-fluorophenoxy)-benzothiazole (associated with 2.0 eq of KBr salt, 2.50 g, 5.02 mmol) in 10 mL pyridine was treated dropwise with methyl chlorothioformate (0.65 mL, 7.53 mmol, 01.5 eq). It was stirred at room temperature for about 1 hour, and was poured into 40 mL ice water. The mixture was acidified slowly with 1 M HCl solution. The result precipitate was filtered off, washed with water and MeOH, and dried under vacuum to give 1.18 g (65%) desired compound. LC/MS 334.9 (M+1); LC retention time 3.70 min.

후처리

  1. filtrationThe result precipitate was filtered off
  2. washwashed with water and MeOH
  3. customdried under vacuum

출처 및 근거

ORD 기록
ord-740e84ce00124f83a802a02af18c14b6
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07091227B2

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