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Hydrochloric Acid → 7-Chlorothieno[3,2-b]pyridine-2-carbothioamide

HRID 889891
ノート
印刷プレビュー

反応式

HRID 889891 の反応式
COC[NH:4][C:5]([C:7]1[S:15][C:14]2[C:9](=[N:10][CH:11]=[CH:12][C:13]=2[Cl:16])[CH:8]=1)=[S:6].Cl.[NH4+].[OH-]>C1COCC1>[Cl:16][C:13]1[CH:12]=[CH:11][N:10]=[C:9]2[CH:8]=[C:7]([C:5](=[S:6])[NH2:4])[S:15][C:14]=12
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 14923Ammonium HydroxideHCID 858021057-Chloro-thieno[3,2-b]pyridine-2-carbothioic acid methoxymethyl amide

生成物 1

HCID 235951097-Chlorothieno[3,2-b]pyridine-2-carbothioamide収率 85%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

To a solution of 7-Chloro-thieno[3,2-b]pyridine-2-carbothioic acid methoxymethyl-amide (93.9 g, 344 mmol) and 900 mL THF was added 1 N HCl (344 mL, 344 mmol). The reaction mixture was heated to reflux for seventy-two hours. The reaction mixture was cooled to 0° C., and 300 mL of concentrated NH4OH was added and stirred. The THF was removed under reduced pressure and the residue was suspended in ethyl acetate and stirred. The precipitate was filtered, washed with ethyl acetate and dried to give 7-chloro-thieno[3,2-b]pyridine-2-carbothioic acid amide (66.7 g) in 85% yield. C8H5ClN2S2: APCI m/z: 228.9/230.9 (MH+); 1H NMR (d6-DMSO): δ 10.24 (s, 1H), 9.94 (s, 1H), 8.65 (d, 1H, J=5.0 Hz), 8.19 (s, 1H), 7.62 (d, 1H, J=5.0 Hz) ppm.

後処理

  1. temperatureThe reaction mixture was heated
  2. temperatureto reflux for seventy-two hours
  3. customThe THF was removed under reduced pressure
  4. stirringstirred
  5. filtrationThe precipitate was filtered
  6. washwashed with ethyl acetate
  7. customdried

出典と根拠

ORDレコード
ord-09de6772c24f47988860595e7be7a232
出典データセット
uspto-grants-2006_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06995171B2

反応ノート

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