1,2-Dichloroethane → N-{4-[(diethylamino)sulfonyl]phenyl}-2,2-diphenylacetamide

HRID 2186773노트

반응식

HRID 2186773 반응식
[C:1]1([CH:7]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:8]([OH:10])=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:17][C:18]1[CH:23]=[CH:22][C:21]([S:24]([N:27]([CH2:30][CH3:31])[CH2:28][CH3:29])(=[O:26])=[O:25])=[CH:20][CH:19]=1.C1C=CC2N(O)N=NC=2C=1.C(Cl)CCl>ClCCl>[CH2:30]([N:27]([CH2:28][CH3:29])[S:24]([C:21]1[CH:22]=[CH:23][C:18]([NH:17][C:8](=[O:10])[CH:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[CH:19][CH:20]=1)(=[O:26])=[O:25])[CH3:31]

참가 물질

6

반응물 4

HCID 111,2-DichloroethaneHCID 8333Diphenylacetic AcidHCID 757711-HydroxybenzotriazoleHCID 950674-amino-N,N-diethylbenzene-1-sulfonamide

생성물 1

HCID 1010402N-{4-[(diethylamino)sulfonyl]phenyl}-2,2-diphenylacetamide

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A solution of diphenylacetic acid (223 mg, 1.05 mmol), 4-Amino-N,N-diethyl-benzenesulfonamide (240 mg, 1.05 mmol), HOBT (213 mg, 1.58 mmol), and EDC (242 mg, 1.26 mmol) in dichloromethane (20 mL) was stirred at 23° C. for 15 hours. The reaction mixture was washed with 1N aqueous sodium hydroxide (10 mL), 1N aqueous hydrochloric acid (10 mL), and saturated aqueous sodium chloride (10 mL). The organics were dried over magnesium sulfate and were concentrated. Flash chromatography (20% THF in hexanes grading to 40% THF in hexanes) provided the title compound as orange oil that solidified upon standing (224 mg). MS 423 (M+1)

후처리

  1. washThe reaction mixture was washed with 1N aqueous sodium hydroxide (10 mL), 1N aqueous hydrochloric acid (10 mL), and saturated aqueous sodium chloride (10 mL)
  2. dry with materialThe organics were dried over magnesium sulfate
  3. concentrationwere concentrated

출처 및 근거

ORD 기록
ord-f2ac421a6b9447968dede821e6bf1078
출처 데이터셋
uspto-grants-2002_06
특허 번호
US06407120B1

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