Dicyclohexylcarbodiimide → HCID 178418286、化合物

HRID 1068

反応式

HRID 1068 の反応式
[CH3:1][C:2]1([CH3:19])[C:11]2[C:6](=[C:7]([CH3:16])[CH:8]=[C:9]([C:13](O)=[O:14])[C:10]=2[CH3:12])[S:5](=[O:18])(=[O:17])[CH2:4][CH2:3]1.S1C2C(=CC=CC=2)CCC1C(O)=O.[CH2:33]([N:35]1[C:39]([OH:40])=[CH:38][CH:37]=[N:36]1)[CH3:34].OC1NN=CC=1.C1(N=C=NC2CCCCC2)CCCCC1.C(=O)([O-])[O-].[K+].[K+]>C(O)(CC)(C)C>[CH3:1][C:2]1([CH3:19])[C:11]2[C:6](=[C:7]([CH3:16])[CH:8]=[C:9]([C:13]([C:38]3[CH:37]=[N:36][N:35]([CH2:33][CH3:34])[C:39]=3[OH:40])=[O:14])[C:10]=2[CH3:12])[S:5](=[O:17])(=[O:18])[CH2:4][CH2:3]1

参加物

8

反応物 6

HCID 10868DicyclohexylcarbodiimideHCID 11430Potassium CarbonateHCID 158698044,4,5,8-Tetramethylthiochroman-6-carboxylic acid-1,1-dioxideHCID 19693770Thiochroman carboxylic acidHCID 178418331HCID 178418331、化合物HCID 178418394HCID 178418394、化合物

生成物 1

HCID 178418286HCID 178418286、化合物収率 62.6%

試薬・触媒・溶媒 1

HCID 64052-Methyl-2-butanol溶媒

実験手順

7.4 Grams (0.026 mol) of 4,4,5,8-tetramethylthiochroman-6-carboxylic acid-1,1-dioxide corresponding to thiochroman carboxylic acid (IIIc), 3.4 g (0.03 mol) of 1-ethyl-5-hydroxypyrazole corresponding to 5-hydroxypyrazole (II) and 6.22 g (0.03 mol) of DCC (N,N'-dicyclohexylcarbodiimide) were all together added to 50 ml of tert-amyl alcohol, and the mixture was stirred at room temperature for 30 minutes. Then, 1.8 g (0.013 mol) of anhydrous potassium carbonate was added. The reaction mixture was allowed to react at 80° C. for 8 hours, and the reaction solvent was distilled off under reduced pressure. The resultant residue was dispersed in a 5% potassium carbonate aqueous solution and ethyl acetate to separate it into two layers. Further, the aqueous layer was adjusted to a pH of 1 with 5% hydrochloric acid, and the formed solid was recovered by filtration to give 6.13 g (yield 62%) of 4,4,5,8-tetramethyl-6-(1-ethyl-5-hydroxypyrazol-4-yl)carbonylthiochroman-1,1-dioxide (Compound Ic-1).

後処理

  1. customto react at 80° C. for 8 hours
  2. distillationthe reaction solvent was distilled off under reduced pressure
  3. additionThe resultant residue was dispersed in a 5% potassium carbonate aqueous solution and ethyl acetate
  4. customto separate it into two layers
  5. filtrationthe formed solid was recovered by filtration

出典と根拠

ORDレコード
ord-c66dc862259d4aac940736920bae0111
出典データセット
uspto-grants-1998_03
特許番号
US05723408

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