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

HRID 9135

反応式

HRID 9135 の反応式
[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

参加物

5

反応物 4

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

生成物 1

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

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-740e84ce00124f83a802a02af18c14b6
出典データセット
uspto-grants-2006_08
特許番号
US07091227B2

関連ノート

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