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

HRID 51892

反応式

HRID 51892 の反応式
[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

参加物

4

反応物 2

HCID 24408BromineHCID 22736994HCID 22736994、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-ff07b51b7c5147e79cbabb50bbbdd643
出典データセット
uspto-grants-2004_03
特許番号
US06713499B2

関連ノート

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