1-Methylthio-1-methylamino-2-nitroethylene → (1E)-N-[2-[[[5-[(Dimethylamino)methyl]-2-furanyl]methyl]thio]ethyl]-N′-methyl-2-nitro-1,1-ethenediamine

반응식

[CH3:1][N:2]([CH2:4][C:5]1[O:9][C:8]([CH2:10][S:11][CH2:12][CH2:13][NH2:14])=[CH:7][CH:6]=1)[CH3:3].[CH3:15][NH:16][C:17](SC)=[CH:18][N+:19]([O-:21])=[O:20]>>[CH3:15][NH:16]/[C:17](/[NH:14][CH2:13][CH2:12][S:11][CH2:10][C:8]1[O:9][C:5]([CH2:4][N:2]([CH3:1])[CH3:3])=[CH:6][CH:7]=1)=[CH:18]\[N+:19]([O-:21])=[O:20]

참가 물질

반응물 2

HCID 1235491-Methylthio-1-methylamino-2-nitroethylene

HCID 1622035-(((2-Aminoethyl)thio)methyl)-N,N-dimethyl-2-furanmethanamine

생성물 1

HCID 3001055(1E)-N-[2-[[[5-[(Dimethylamino)methyl]-2-furanyl]methyl]thio]ethyl]-N′-methyl-2-nitro-1,1-ethenediamine수율 90.6%

실험 절차

The process of Example 1 was repeated at a commercial scale, using 2-[[[5-(Dimethylamino)methyl-2-furanyl]methyl]thio]ethanamine (35 kg) and N-methyl-1-(methylthio)-2-nitroetheneamine (28 kg) to give crude ranitidine base (46.5 kg), m.p. 68°-70° C.; purity--99.1% (HPLC).

출처 및 근거

ORD 기록: ord-3b8ca146a7264aef80fdb3ad038243b5
출처 데이터셋: uspto-grants-1997_12
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US05696275

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