IP Library Granted Patent US 7,582,799
Granted Patent B2
US 7,582,799 · App. 11/911,441 · Granted Sep 1, 2009

Method for producing hydrazone derivatives

Assignees: Shiratori Pharmaceutical Co., Ltd.; Asubio Pharma Co., Ltd.
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Quick Facts
Patent No.
US 7,582,799
App. No.
11/911,441
Granted
Sep 1, 2009
Kind
B2
Abstract

The present invention provides an industrially advantageous process for producing hydrazone derivative represented by the formula (5), which is shown by the following reaction formula.

Claims (23)

1. A process for producing a 1,1-bis-alkylsulfonyl compound represented by the general formula (2)

(wherein R 1 represents an alkyl group),

comprising:

reacting a 1,1-bis-alkylsulfanyl compound represented by the general formula (1)

(wherein, R 1 is the same as defined above)

with a monopersulfate.

2. A process for producing an aldehyde compound represented by the general formula (3)

comprising:

reacting a 1,1-bis-alkylsulfanyl compound represented by the general formula (1)

(wherein R 1 represents an alkyl group)

with a monopersulfate to produce a 1,1-bis-alkylsulfonyl compound represented by the general formula (2)

(wherein, R 1 is the same as defined above);

and reacting the resultant 1,1-bis-alkylsulfonyl compound (2) with ammonia.

3. A process for producing a hydrazone derivative represented by the general formula (5)

(wherein R 2 and R 3 , which may be the same or different from each other represent an hydrogen atom, an alkyl group, or an aryl group), comprising:

reacting a 1,1-bis-alkylsulfanyl compound represented by the general formula (1)

(wherein R 1 represents an alkyl group)

with a monopersulfate to produce a 1,1-bis-alkylsulfonyl compound represented by the general formula (2)

(wherein R 1 is the same as defined above)

and reacting the resultant 1,1-bis-alkylsulfonyl compound (2) with ammonia to produce an aldehyde compound represented by the general formula (3)

and reacting with the resultant aldehyde compound (3) with a hydrazine compound represented by the formula (4)

(wherein R 2 and R 3 are the same as defined above).

4. A process according to any one of the preceding claims 1 through 3 , wherein any reactions thereof are carried out in a water-based solvent or alcohol solvent.

Assignments (3)
SECURITY INTEREST Recorded Apr 27, 2026
From: BIOMARIN PHARMACEUTICAL INC.; AMICUS THERAPEUTICS, INC.
To: CITIBANK, N.A., AS COLLATERAL AGENT
Reel/Frame 075493/0968 →
MERGER Recorded Aug 13, 2010
From: ASUBIO PHARMA CO., LTD.
To: DAIICHI SANKYO COMPANY, LIMITED
Reel/Frame 024823/0806 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 12, 2007
From: YOSHINO, HIROSHI; KOBAYASHI, KENTARO; SHIRO, YUICHI
To: SHIRATORI PHARMACEUTICAL CO., LTD.; ASUBIO PHARMA CO., LTD.
Reel/Frame 019956/0989 →
Priority Claims (1)
JP 2005-133148 · Apr 28, 2005 · national
Continuity (1)
Related Publication 20090076305A1 · Mar 19, 2009