3-[[5-[4-(1,1-Dimethylethyl)phenyl]-1,2,3-thiadiazol-4-yl]thio]propanoic acid, ethyl ester → HCID 14294241、化合物

HRID 1381712ノート

反応式

HRID 1381712 の反応式
[CH3:1][C:2]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[S:15][N:14]=[N:13][C:12]=2[S:16]CCC(OCC)=O)=[CH:7][CH:6]=1)([CH3:4])[CH3:3].[O-]CC.[K+]>C(O)C>[CH3:4][C:2]([C:5]1[CH:6]=[CH:7][C:8]([C:11]2[S:15][N:14]=[N:13][C:12]=2[SH:16])=[CH:9][CH:10]=1)([CH3:1])[CH3:3]

参加物

4

反応物 2

HCID 142942003-[[5-[4-(1,1-Dimethylethyl)phenyl]-1,2,3-thiadiazol-4-yl]thio]propanoic acid, ethyl esterHCID 23670592Potassium ethoxide

生成物 1

HCID 14294241HCID 14294241、化合物収率 114.5%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒2 回

実験手順

A solution of 15.9 g of 3-[[5-[4-(1,1-dimethylethyl)phenyl]-1,2,3-thiadiazol-4-yl]thio]propanoic acid, ethyl ester in 75 ml of anhydrous ethanol was treated with 105 ml of 0.5M potassium ethoxide in ethanol. After 3 hours the solvent was partially removed in vacuo and 200 ml of anhydrous ether was added. The resulting solid was collected, washed with ether, redissolved in methanol, filtered and the filtrate concentrated to 10-15 ml. A 250 ml portion of anhydrous ether was added and the solid was collected and dried in vacuo, giving 13 g of 5-[4-(1,1-dimethylethyl)phenyl]-1,2,3-thiadiazol-4-thiol, potassium salt as a yellow solid, mp >150° C.

後処理

  1. customAfter 3 hours the solvent was partially removed in vacuo and 200 ml of anhydrous ether
  2. additionwas added
  3. customThe resulting solid was collected
  4. washwashed with ether
  5. dissolutionredissolved in methanol
  6. filtrationfiltered
  7. concentrationthe filtrate concentrated to 10-15 ml
  8. additionA 250 ml portion of anhydrous ether was added
  9. customthe solid was collected
  10. customdried in vacuo

出典と根拠

ORDレコード
ord-a3eaf5db50344522bd88863aa2ba9ffb
出典データセット
uspto-grants-1989_02
特許番号
US04803280

反応ノート

読み込み中…