2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → N-[7-(4-Bromoanilino) [1,3]thiazolo [4',5':3,4]benzo[d][1,3]thiazol-2-yl]-N'-ethylurea

HRID 9154

반응식

HRID 9154 반응식
[Br:1][C:2]1[CH:26]=[CH:25][C:5]([NH:6][C:7]2[S:8][C:9]3[CH2:23][CH2:22][C:12]4[N:13]=[C:14]([NH:16][C:17]([NH:19][CH2:20][CH3:21])=[O:18])[S:15][C:11]=4[C:10]=3[N:24]=2)=[CH:4][CH:3]=1.C(C1C(=O)C(Cl)=C(Cl)C(=O)C=1C#N)#N>C1(C)C=CC=CC=1>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([NH:6][C:7]2[S:8][C:9]3[CH:23]=[CH:22][C:12]4[N:13]=[C:14]([NH:16][C:17]([NH:19][CH2:20][CH3:21])=[O:18])[S:15][C:11]=4[C:10]=3[N:24]=2)=[CH:25][CH:26]=1

참가 물질

4

반응물 2

HCID 67752,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 86588976N-[7-(4-Bromoanilino)-4,5-dihydro[1,3]thiazolo[4',5': 3,4]benzo[d][1,3]thiazol-2-yl]-N'-ethylurea

생성물 1

HCID 86588977N-[7-(4-Bromoanilino) [1,3]thiazolo [4',5':3,4]benzo[d][1,3]thiazol-2-yl]-N'-ethylurea

시약·촉매·용매 1

HCID 1140Toluene용매

반응 조건

온도
20 °C

실험 절차

To a suspension of N-[7-(4-bromoanilino)-4,5-dihydro[1,3]thiazolo[4′,5′: 3,4]benzo[d][1,3]thiazol-2-yl]-N′-ethylurea (27 mg, 0.060 mmol) in toluene (2.0 mL) was added DDQ (28 mg, 0.125 mmol). The reaction mixture was stirred at about 20° C. for about 2 hrs. The reaction mixture was pumped down in vacuo and purified by preparative HPLC. 7 mg (26%, 2 steps) pure product was isolated. LC/MS 448 and 450 (MH+); RP-HPLC 18.09 min.

후처리

  1. custompurified by preparative HPLC
  2. custom7 mg (26%, 2 steps) pure product was isolated
  3. customRP-HPLC 18.09 min.

출처 및 근거

ORD 기록
ord-108f08c279ff47c1a94c99a2e3501eb7
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07091227B2

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