Methane → 2,6-Diamino-4,5,6,7-tetrahydrobenzothiazole, (S)-

HRID 418348ノート

反応式

HRID 418348 の反応式
O.O.O.C(C(C(C(O)=O)O)O)(O)=O.[S:14]1[C:18]2[CH2:19][C@@H:20]([NH2:23])[CH2:21][CH2:22][C:17]=2[N:16]=[C:15]1[NH2:24].C>Cl>[S:14]1[C:18]2[CH2:19][C@@H:20]([NH2:23])[CH2:21][CH2:22][C:17]=2[N:16]=[C:15]1[NH2:24]

参加物

4

反応物 2

HCID 297MethaneHCID 86639093(S)-4,5,6,7-tetrahydro-benzothiazole-2,6-diamine tartrate trihydrate

生成物 1

HCID 115211532,6-Diamino-4,5,6,7-tetrahydrobenzothiazole, (S)-収率 69.5%

試薬・触媒・溶媒 1

HCID 313Hydrochloric Acid溶媒

反応条件

温度
50 °C

実験手順

Dissolved (S)-4,5,6,7-tetrahydro-benzothiazole-2,6-diamine tartrate trihydrate (80.0 g, 214.25 mmol) in 50 mL of 2 M HCl, giving a dark gray solution. To this was added decolorizing charcoal (20 g). The mixture stirred for 30 min. Filtered the mixture and washed with 20 mL H2O. The filtrate was heated at 50° C. with stirring. Solid NaOH was added slowly until the pH was basic. Cooling to room temperature followed by refrigeration for 2 h gave a white ppt. Filtered the white ppt and placed it in a vacuum drying oven overnight at 40° C. Collected the material giving 25.19 g of (S)-4,5,6,7-tetrahydro-benzothiazole-2,6-diamine. 1H NMR showed pure freebase.

後処理

  1. customgiving a dark gray solution
  2. additionTo this was added
  3. filtrationFiltered the mixture
  4. washwashed with 20 mL H2O
  5. stirringwith stirring
  6. additionSolid NaOH was added slowly until the pH
  7. temperatureCooling to room temperature
  8. waitfollowed by refrigeration for 2 h
  9. customgave a white ppt
  10. filtrationFiltered the white ppt
  11. customdrying oven overnight at 40° C
  12. customCollected the material

出典と根拠

ORDレコード
ord-ddf565093c8a4df88b81e12466f426e0
出典データセット
uspto-grants-2012_01
特許番号
US08093266B2

反応ノート

読み込み中…