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

HRID 1942997노트

반응식

HRID 1942997 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

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

후처리

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

출처 및 근거

ORD 기록
ord-a47fab81615544edb52ed9dd64143ab0
출처 데이터셋
uspto-grants-2013_03
특허 번호
US08389736B2

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