Bromine → 4-methoxy-N7-methyl-N7-(tetrahydro-pyran-4-ylmethyl)-benzothiazole-2,7-diamine

HRID 51892

반응식

HRID 51892 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]([CH3:17])[CH2:10][CH:11]2[CH2:16][CH2:15][O:14][CH2:13][CH2:12]2)=[CH:5][C:4]=1[NH:18][C:19]([NH2:21])=[S:20].BrBr>C(Cl)(Cl)Cl>[CH3:1][O:2][C:3]1[C:4]2[N:18]=[C:19]([NH2:21])[S:20][C:5]=2[C:6]([N:9]([CH3:17])[CH2:10][CH:11]2[CH2:12][CH2:13][O:14][CH2:15][CH2:16]2)=[CH:7][CH:8]=1

참가 물질

4

반응물 2

HCID 24408BromineHCID 22736994HCID 22736994, 화합물

생성물 1

HCID 227370054-methoxy-N7-methyl-N7-(tetrahydro-pyran-4-ylmethyl)-benzothiazole-2,7-diamine수율 98.2%

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

1.5 g (0.53 mmol) {2-methoxy-5-[methyl-(tetrahydro-pyran-4-ylmethyl)-amino]-phenyl}-thiourea were dissolved in 15 ml chloroform and at room temperature 0.025 ml (0.5 mmol) Br2 were added slowly. After 24 hrs of reflux the mixture was concentrated in vactio and the residue suspended in water. Sodium bicarbonate solution was added until the pH was 10, and the crystals were collected by filtration. These were subjected to column chromatography (1/1 hexane/ethyl acetate) to afford 0.16 g (10%) of 4-methoxy-N7-methyl-N7-(tetrahydro-pyran-4-ylmethyl)-benzothiazole-2,7-diamine as brown solid. ES-MS m/e (%): 308 (M+H+, 100).

후처리

  1. additionwere added slowly
  2. temperatureAfter 24 hrs of reflux the mixture
  3. concentrationwas concentrated in vactio
  4. additionSodium bicarbonate solution was added until the pH was 10
  5. filtrationthe crystals were collected by filtration

출처 및 근거

ORD 기록
ord-ff07b51b7c5147e79cbabb50bbbdd643
출처 데이터셋
uspto-grants-2004_03
특허 번호
US06713499B2

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