Improved process for the preparation of 1-substituted amino-1-su

Details Improved process for the preparation of 1-substituted amino-1-su Improved process for the preparation of 1-substituted amino-1-su

1989-05-16

1990-10-30

Hollrah, Glennon H.

Organic compounds -- part of the class 532-570 series

Organic compounds

Amino nitrogen containing

558 2, 562 28, C07C32100, C07C32300, C07C38100

Patent

active

049670077

ABSTRACT:
A process is disclosed for the manufacture of 1-substituted amino-1-substituted thio-2 nitro alkenes of the general formula: (R1NH) (R2S) C.dbd.CR3 (NO2) wherein R1, R2, R3, may be same or different and may consist of hydrogen, alkyl, aryl or arylalkyl groups or combinations thereof. These alkenes are prepared by reacting a primary amine with a compound of sulfur in the presence of a primary catalyst to obtain a carbonimidodithioic acid salt which is converted to a corresponding ester which is thereafter reacted with a nitro compound in the presence of a secondary catalyst. 1-methylamino-1-methylthio-2-nitroethene is an important intermediate in the synthesis of Rantitidine and Nizatidine which are used as effective drugs in the treatment of peptic ulcers and associated gastrointestinal disorders.

REFERENCES:
patent: 3322788 (1967-05-01), Gompper et al.
patent: 4025529 (1977-05-01), Kollmeyer
Evers et al. Z. Chem., vol. 20, pp. 413-414 (1980).
Schulze et al., Z. Chem., vol. 20, pp. 207-209 (1980).
Garin et al., Synthesis, 1983, pp. 375-376.
Corey et al., Tetrahedron Letters, No. 39, pp. 3817-3820 (1973).
Metzger et al., Chem. Ber., vol. 101, pp. 1131-1133 (1968).
Ainley et al., J. Chem. Soc., vol. 65, pp. 147-152 (1944).
McIntosh, "Phase-Transfer Catalysis Using Quaternary 'Onium Salts," Journal of Chemical Education, vol. 55, No. 4, (1978), pp. 235-238.

Affiliated with

Also associated with

Rating

Improved process for the preparation of 1-substituted amino-1-su does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Improved process for the preparation of 1-substituted amino-1-su, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Improved process for the preparation of 1-substituted amino-1-su will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-276079