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Triethylamine → 6-bromo-N-(cyclohexylmethyl)benzo[d]thiazol-2-amine

HRID 2077605
ノート
印刷プレビュー

反応式

HRID 2077605 の反応式
[Br:1][C:2]1[CH:11]=[CH:10][C:5]2[N:6]=[C:7](Cl)[S:8][C:4]=2[CH:3]=1.[CH:12]1([CH2:18][NH2:19])[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1.C(N(CC)CC)C>CN(C=O)C>[Br:1][C:2]1[CH:11]=[CH:10][C:5]2[N:6]=[C:7]([NH:19][CH2:18][CH:12]3[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]3)[S:8][C:4]=2[CH:3]=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 8471TriethylamineHCID 76688CyclohexanemethylamineHCID 20498716-Bromo-2-chlorobenzothiazole

生成物 1

HCID 772315086-bromo-N-(cyclohexylmethyl)benzo[d]thiazol-2-amine収率 61%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A microwave reaction vial was charged with 6-bromo-2-chlorobenzo[d]thiazole (300 mg, 1.21 mmol), cyclohexylmethanamine (143 mg, 1.27 mmol), triethylamine (183 mg, 1.81 mmol) and 2.4 mL DMF. The vial was sealed, and the mixture was irradiated in the microwave for 20 min at 150° C. The reaction mixture was concentrated twice from toluene and purified by silica gel chromatography (0-50% 90/10 CH2Cl2/MeOH in CH2Cl2), which provided 6-bromo-N-(cyclohexylmethyl)benzo[d]thiazol-2-amine (240 mg, 61%) as a white solid. MS (ESI pos. ion) m/z calc'd for C14H17BrN2S: 325.3/327.3. found 325.0/327.0.

後処理

  1. customA microwave reaction
  2. customThe vial was sealed
  3. customthe mixture was irradiated in the microwave for 20 min at 150° C
  4. concentrationThe reaction mixture was concentrated twice from toluene
  5. custompurified by silica gel chromatography (0-50% 90/10 CH2Cl2/MeOH in CH2Cl2), which

出典と根拠

ORDレコード
ord-76541761dcba4111b78a8ae641fd736c
出典データセット
uspto-grants-2011_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07928140B2

反応ノート

読み込み中…

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