Bromine → 2-Amino-7-bromo-6,7-dihydro-4H-cyclohepta[d]thiazol-8(5H)-one

HRID 1942997ノート

反応式

HRID 1942997 の反応式
[NH2:1][C:2]1[S:3][C:4]2[C:11](=[O:12])[CH2:10][CH2:9][CH2:8][CH2:7][C:5]=2[N:6]=1.[Br:13]Br>C(O)(=O)C>[NH2:1][C:2]1[S:3][C:4]2[C:11](=[O:12])[CH:10]([Br:13])[CH2:9][CH2:8][CH2:7][C:5]=2[N:6]=1

参加物

4

反応物 2

HCID 24408BromineHCID 251308282-amino-4H,5H,6H,7H,8H-cyclohepta[d][1,3]thiazol-8-one

生成物 1

HCID 251304942-Amino-7-bromo-6,7-dihydro-4H-cyclohepta[d]thiazol-8(5H)-one

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

Compound 26z (1.96 g, 7.45 mmol; HBr salt form) in glacial acetic acid (70 mL) was treated dropwise with Br2 (421 uL, 8.2 mmol). The reaction mixture was stirred at room temperature for 30 min. The crude product was collected by filtration, washed with cold acetone, and dried to yield 27z which was used in the next step without purification (1.98 g, 78%). 1H NMR (600 MHz, 2 DMSO-d6): δ 8.71 (br s, 2H), 5.11 (dd, J=6.9 Hz, 3.3 Hz, 1H), 3.08-2.90 (m, 2H), 2.473 2.39 (m, 1H), 2.28-2.20 (m, 1H), 2.14 (dd, J=10.1 Hz, 2.3 Hz, 1H), 1.98-1.90 (m, 1H). MS (ESI) m/z [M+H]+ 260.92; [(M+2)+H]+ 262.88. 5 6

後処理

  1. filtrationThe crude product was collected by filtration
  2. washwashed with cold acetone
  3. customdried

出典と根拠

ORDレコード
ord-a47fab81615544edb52ed9dd64143ab0
出典データセット
uspto-grants-2013_03
特許番号
US08389736B2

反応ノート

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