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Bromine → 2-Amino-6-benzylbenzothiazole

HRID 9125
ノート
印刷プレビュー

反応式

HRID 9125 の反応式
[CH2:1]([C:8]1[CH:14]=[CH:13][C:11]([NH2:12])=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:15]([S-:17])#[N:16].[K+].BrBr>C(O)(=O)C>[NH2:16][C:15]1[S:17][C:13]2[CH:14]=[C:8]([CH2:1][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)[CH:9]=[CH:10][C:11]=2[N:12]=1
参加物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 24408BromineHCID 136914Benzenamine, 4-(phenylmethyl)-HCID 516872Potassium thiocyanate

生成物 1

HCID 219855102-Amino-6-benzylbenzothiazole収率 88.2%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒2 回

実験手順

A solution of 4-benzylaniline (0.916 g, 5.00 mmol) and KSCN (0.97 g, 10.0 mmol, 2.0 eq) in 10 mL acetic acid was cooled at about 5° C., and was treated dropwise with a solution of bromine (0.258 mL, 5.00 mmol, 1.0 eq) in 2 mL acetic acid. The mixture was stirred at room temperature for about 1 hour. The precipitate was filtered off and washed with Et2O. The obtained solid was neutralized with saturated sodium carbonate solution, and a new precipitate was formed. It was filtered off, washed with water and MeOH, and dried under vacuum to give the desired compound 1.06 g (88%). LC/MS 241.2 (M+1); LC retention time 2.46 min.

後処理

  1. filtrationThe precipitate was filtered off
  2. washwashed with Et2O
  3. customa new precipitate was formed
  4. filtrationIt was filtered off
  5. washwashed with water and MeOH
  6. customdried under vacuum

出典と根拠

ORDレコード
ord-74007a0173b8457e84bcfc9f8de348a6
出典データセット
uspto-grants-2006_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07091227B2

反応ノート

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