Hexane → N-(4-bromobenzyl)-N'-1H-indol-4-ylurea

HRID 887214노트

반응식

HRID 887214 반응식
[NH2:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[CH:4]=[CH:5][NH:6]2.[Br:11][C:12]1[CH:17]=[CH:16][C:15]([CH2:18][N:19]=[C:20]=[O:21])=[CH:14][CH:13]=1.CCCCCC>C1COCC1>[Br:11][C:12]1[CH:13]=[CH:14][C:15]([CH2:18][NH:19][C:20]([NH:1][C:2]2[CH:10]=[CH:9][CH:8]=[C:7]3[C:3]=2[CH:4]=[CH:5][NH:6]3)=[O:21])=[CH:16][CH:17]=1

참가 물질

5

반응물 3

HCID 8058HexaneHCID 5834314-AminoindoleHCID 43746174-Bromobenzyl isocyanate

생성물 1

HCID 10172204N-(4-bromobenzyl)-N'-1H-indol-4-ylurea

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

4-aminoindole (0.13 g, 1 mmol) in THF (3 mL) was treated with 1-bromo-4-(isocyanatomethyl)benzene (0.23 g, 1.1 mmol) for 3 hours at ambient temperature. Hexane was added to the reaction mixture to precipitate 0.26 g of the title compound as a tan solid. mp 198° C.; 1H NMR (300 MHz, DMSO-d6) δ 4.30 (d, 2H), 6.51 (t, 1H), 6.89 (t, 1H), 6.95 (d, 2H), 7.29 (t, 1H), 7.31 (d, 2H), 7.55 (d, 2H), 7.62 (dd, 1H), 8.3 (s, 1H), 11.04 (s, 1H); MS (DCI+) m/z 346 (M+H); Anal. Calcd. For C16H14N3BrO: C, 55.83; H, 4.10; N, 12.21. Found: C, 55.71; H, 4.12; N, 12.01.

후처리

  1. customto precipitate 0.26 g of the title compound as a tan solid

출처 및 근거

ORD 기록
ord-3ee6622bbdf24e3b8c79c2aa95207fa2
출처 데이터셋
uspto-grants-2012_08
특허 번호
US08247413B2

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