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

HRID 434599

반응식

HRID 434599 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-841ce0dc23754fa7b349f1ab76292de2
출처 데이터셋
uspto-grants-1983_08
특허 번호
US04398939

연결된 노트

불러오는 중…