Cyanogen Bromide → 7-methoxy-1H-1,3-benzodiazol-2-amine

HRID 415072

반응식

HRID 415072 반응식
[CH3:1][O:2][C:3]1[CH:9]=[CH:8][CH:7]=[C:6]([N+:10]([O-])=O)[C:4]=1[NH2:5].COC1C=CC=[C:17]([NH2:21])C=1N.[H][H].N#CBr>[Pd].CO.C(#N)C.O>[CH3:1][O:2][C:3]1[C:4]2[N:5]=[C:17]([NH2:21])[NH:10][C:6]=2[CH:7]=[CH:8][CH:9]=1

참가 물질

8

반응물 4

HCID 10476Cyanogen BromideHCID 854916-Nitro-o-anisidineHCID 1842683-Methoxybenzene-1,2-diamineHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 529877037-methoxy-1H-1,3-benzodiazol-2-amine

시약·촉매·용매 3

HCID 23938Palladium촉매HCID 887Methanol용매HCID 18373917Acetonitrile--water (1/1)용매

실험 절차

The material was prepared by the catalytic reduction of 2-methoxy-6-nitroaniline to 3-methoxybenzene-1,2-diamine using a hydrogen atmosphere at 40 psi and 10% palladium on carbon (50% w/w water) in methanol. The resulting crude diamine was subsequently reacted with cyanogen bromide in an acetonitrile-water mixture according to previous procedure and used without further purification. 1H-NMR (400 MHz, CDCl3), δ 12.40 (bs, 1H), 7.26 (d, 1H), 7.15 (t, 1H), 6.77 (d, 1H), 6.59 (bs, 2H), 3.73 (s, 3H). MS (EI): 164 (MH+).

후처리

  1. customused without further purification

출처 및 근거

ORD 기록
ord-e7008136b1ab4a94a8523de7795829e4
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08088767B2

연결된 노트

불러오는 중…