Water → Phenyl(6-thiocyanato-1,3-benzothiazol-2-yl)carbamate

HRID 633482

反応式

HRID 633482 の反応式
[C:1](Cl)(=[O:9])[O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.C(=O)([O-])O.[Na+].O.[NH2:17][C:18]1[S:19][C:20]2[CH:26]=[C:25]([S:27][C:28]#[N:29])[CH:24]=[CH:23][C:21]=2[N:22]=1>O1CCCC1>[S:27]([C:25]1[CH:24]=[CH:23][C:21]2[N:22]=[C:18]([NH:17][C:1](=[O:9])[O:2][C:3]3[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=3)[S:19][C:20]=2[CH:26]=1)[C:28]#[N:29]

参加物

6

反応物 4

HCID 962WaterHCID 15891Phenyl chloroformateHCID 816002-Amino-6-thiocyanato-1,3-benzothiazoleHCID 516892Sodium Bicarbonate

生成物 1

HCID 53472570Phenyl(6-thiocyanato-1,3-benzothiazol-2-yl)carbamate収率 87.4%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
20 °C

実験手順

7.5 g of phenyl chlorocarbonate and then 4.05 g of sodium hydrogen carbonate and 9.4 cm3 of water are added, at 20° C., to a solution of 2.5 g of commercial 2-amino-1,3-benzothiazol-6-yl thiocyanate in 94 cm3 of tetrahydrofuran. The resulting mixture is subsequently stirred at 20° C. for 20 h and then extracted with 2×150 cm3 of ethyl acetate. The organic phases are combined and then washed with 3×50 cm3 of a saturated aqueous solution of sodium hydrogen carbonate. The organic phase obtained is dried over magnesium sulphate and then concentrated to dryness under reduced pressure. The residue is taken up in 50 cm3 of water and the product is spin-filter-dried and dried under vacuum at 20° C. 3.45 g of phenyl (6-thiocyanato-1,3-benzothiazol-2-yl)carbamate are thus obtained in the form of a pale yellow solid, the characteristics of which are as follows:

後処理

  1. extractionextracted with 2×150 cm3 of ethyl acetate
  2. washwashed with 3×50 cm3 of a saturated aqueous solution of sodium hydrogen carbonate
  3. customThe organic phase obtained
  4. dry with materialis dried over magnesium sulphate
  5. concentrationconcentrated to dryness under reduced pressure
  6. customthe product is spin-filter-dried
  7. customdried under vacuum at 20° C

出典と根拠

ORDレコード
ord-c272f38368304f7a8bae2b6dc16aab76
出典データセット
uspto-grants-2016_04
特許番号
US09321777B2

関連ノート

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