Processes and intermediates for making sweet taste enhancers

Patent metadata

Field	Value
Publication number	US-2018370931-A1
Application number	US-201816119380-A
Country	US
Kind code	A1
Filing date	Aug 31, 2018
Priority date	Jul 31, 2008
Publication date	Dec 27, 2018
Grant date	—

Abstract

The present invention includes methods/processes and intermediates for preparing compounds having structural Formula (I):

wherein X is alkyl, substituted alkyl, alkenyl, substituted alkenyl, heteroalkyl, substituted heteroalkyl, heteroalkenyl, or substituted heteroalkenyl.

First claim

What is claimed is:

1 . A process of preparing sulfamoyl chloride:

comprising combining chlorosulfonyl isocyanate and formic acid in the presence of an organic amine.

2 . The process of claim 1 , wherein the combining comprises
portionwise adding a first mixture of formic acid and the organic amine to a second mixture of chlorosulfonyl isocyanate and the organic amine to form a mixture; wherein the molar ratio of formic acid to the organic amine is from about 200:1 to about 10:1, and the molar ratio of chlorosulfonyl isocyanate to the organic amine is from about 200:1 to about 10:1.

3 . The process of claim 2 , wherein the first mixture is added to the second mixture in multiple portions which comprise an initial portion and one or more subsequent portions, and each subsequent portion of the first mixture is not added to the second mixture until the reaction mixture ceases forming CO 2 gas.

4 . A process of preparing a compound having structural formula (XI):

comprising:
reacting a compound having structural formula (XII):

with R 8 NH 2 under a pressure higher than the standard atmospheric pressure at a temperature higher than about 80° C.,
wherein
Y is C 1 -C 12 alkylene or C 1 -C 12 alkenylene; and
R 8 and R 12 are independently C 1 -C 12 alkyl.

Assignees

• Senomyx Inc

Inventors

• Tachdjian Catherine
• Karanewsky Donald S
• Tang Xiao-Qing
• Chen Qing
• Leeming Peter
• Rashid Tayyab
• Levin Daniel

Classifications

• C07C255/59

  the carbon skeleton being further substituted by singly-bound oxygen atoms · CPC title

• C07C303/40

  by reactions not involving the formation of sulfonamide groups · CPC title

• C07C235/20

  having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms · CPC title

• C07C307/10

  having nitrogen atoms of the sulfamide groups bound to carbon atoms of six-membered aromatic rings · CPC title

• C07C237/44

  having carbon atoms of carboxamide groups, amino groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring · CPC title