Chloroform → 1-Sulfonylurea

HRID 1161613노트

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HRID 1161613 반응식
[S:1](=[N:4][C:5]([NH2:7])=[O:6])(=[O:3])=[O:2].NCCC1C=CC([S:17]([NH2:20])(=[O:19])=[O:18])=CC=1.C(Cl)(Cl)Cl.C1(N=C=[N:33][CH:34]2CCCCC2)CCCCC1>C(#N)C.C(=S)=S>[S:1](=[N:4][C:5]([NH2:7])=[O:6])(=[O:3])=[O:2].[S:17]([N:33]=[C:34]=[S:1])(=[O:19])(=[O:18])[NH2:20]

참가 물질

8

반응물 4

HCID 6212ChloroformHCID 10868DicyclohexylcarbodiimideHCID 1696824-(2-Aminoethyl)benzenesulfonamide2회HCID 118190831-Sulfonylurea

생성물 2

HCID 118190831-SulfonylureaHCID 86594597Sulfamoyl-isothiocyanate

시약·촉매·용매 2

HCID 6342Acetonitrile용매HCID 6348Carbon Disulfide용매

실험 절차

A sulfonylurea derivative (SUNCS) is synthesized in preparation for making another sulfonylurea-containing initiator polymer. The preparation of SUNCS is achieved according to the synthetic scheme as illustrated in FIG. 3. 4-(2-Amino-ethyl)benzenesulfonamide (AEBS) is first dissolved in acetonitrile (or chloroform). In step 1 the AEBS solution is reacted with carbon disulfide (CS2) and dicyclohexylcarbodiimide (DCC). Dicyclohexylurea (DCU) product is removed from sulfamoyl-isothiocyanate (S-NCS) by filtration. The solvents are then removed to give the S-NCS intermediate. In step 2 the S-NCS, cyclohexyl isocyanate, and tetrabutylammonium bromide (TBAB) are placed in a glass vessel with tetrahydrofuran (THF) and the mixture is stirred under an inert dry atmosphere during the slow addition of sodium hydride (NaH). The SUNCS product (Compound IV, also shown in Table I) is then isolated and purified by flash chromatography.

후처리

  1. additioncontaining initiator polymer
  2. customThe preparation of SUNCS
  3. customDicyclohexylurea (DCU) product is removed from sulfamoyl-isothiocyanate (S-NCS) by filtration
  4. customThe solvents are then removed

출처 및 근거

ORD 기록
ord-6f2aebfdebdb4212ba54c7876cafc33e
출처 데이터셋
uspto-grants-2010_10
특허 번호
US07820158B2

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