Water → Phenyl (3-methoxy-1,2,4-thiadiazol-5-yl)carbamate

HRID 1485367ノート

反応式

HRID 1485367 の反応式
[CH3:1][O:2][C:3]1[N:7]=[C:6]([NH2:8])[S:5][N:4]=1.[C:9](Cl)(=[O:17])[O:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.C(N(CC)CC)C.O>ClCCl>[C:11]1([O:10][C:9](=[O:17])[NH:8][C:6]2[S:5][N:4]=[C:3]([O:2][CH3:1])[N:7]=2)[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

参加物

6

反応物 4

HCID 962WaterHCID 8471TriethylamineHCID 15891Phenyl chloroformateHCID 3141795-Amino-3-methoxy-1,2,4-thiadiazole

生成物 1

HCID 89664142Phenyl (3-methoxy-1,2,4-thiadiazol-5-yl)carbamate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

3-Methoxy-1,2,4-thiadiazol-5-amine a (500 mg, 3.82 mmol) and phenyl carbonochloridate b (600 mg, 3.82 mmol) were dissolved in 20 mL of dichloromethane, followed by addition of triethylamine (0.8 mL, 5.73 mmol). After reacting for 16 hours, 30 mL of H2O were added into the reaction mixture to dilute the solution. The aqueous phase and organic phase were separated, the aqueous phase was extracted with dichloromethane (20 mL×2), and the organic phases were combined, dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated under reduced pressure, and the resulting residue was purified by silica gel column chromatography with elution system A to obtain the title product phenyl(3-methoxy-1,2,4-thiadiazol-5-yl)carbamate c (200 mg, yield 20.8%) as a white solid.

後処理

  1. additionto dilute the solution
  2. customThe aqueous phase and organic phase were separated
  3. extractionthe aqueous phase was extracted with dichloromethane (20 mL×2)
  4. dry with materialdried over anhydrous sodium sulfate
  5. filtrationfiltered
  6. concentrationThe filtrate was concentrated under reduced pressure
  7. customthe resulting residue was purified by silica gel column chromatography with elution system

出典と根拠

ORDレコード
ord-b4051da75b034c87b5f5f3736894c63d
出典データセット
uspto-grants-2016_08
特許番号
US09422300B2

反応ノート

読み込み中…