Butyl isocyanate → N-(Butylcarbamoyl)-3-methylthiophene-2-sulfonamide

HRID 1248386

反応式

HRID 1248386 の反応式
[CH3:1][C:2]1[CH:6]=[CH:5][S:4][C:3]=1[S:7]([NH2:10])(=[O:9])=[O:8].[CH2:11]([N:15]=[C:16]=[O:17])[CH2:12][CH2:13][CH3:14].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH2:11]([NH:15][C:16]([NH:10][S:7]([C:3]1[S:4][CH:5]=[CH:6][C:2]=1[CH3:1])(=[O:9])=[O:8])=[O:17])[CH2:12][CH2:13][CH3:14]

参加物

5

反応物 3

HCID 8110Butyl isocyanateHCID 11430Potassium CarbonateHCID 3410833-Methylthiophene-2-sulfonamide

生成物 1

HCID 13203354N-(Butylcarbamoyl)-3-methylthiophene-2-sulfonamide

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

To 150 ml of acetone and 3-methyl-2-thiophenesulfonamide was added 11 g of n-butyl isocyanate and 14 g of anhydrous potassium carbonate. After stirring at ambient temperature for 24 hours, the mixture was concentrated to 2/3 of its volume and poured into ice-water. The pH was adjusted to 3 by the addition of hydrochloric acid and the solid thus obtained was filtered, air dried and triturated with 1-chlorobutane to yield 10.6 g of N-(butylaminocarbonyl)-3-methyl-2-thiophenesulfonamide melting at 144°-146°. It showed absorption peaks by NMR (60 MC) at 2.6 δ (singlet, CH3), 1-1.8 δ (mult., C3H7), 3.42 δ (trip., N--CH2 -- of butyl) and at 7.1 δ and 7.7 δ (2 doublets for CH's of thiophene) consistent for the desired structure.

後処理

  1. concentrationthe mixture was concentrated to 2/3 of its volume
  2. additionpoured into ice-water
  3. additionThe pH was adjusted to 3 by the addition of hydrochloric acid
  4. customthe solid thus obtained
  5. filtrationwas filtered
  6. customair dried
  7. customtriturated with 1-chlorobutane

出典と根拠

ORDレコード
ord-f58a224c466f43229b6d8ef4bb5bd146
出典データセット
uspto-grants-1985_06
特許番号
US04523943

関連ノート

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