Intermediates of 7-alkoxycarbonyl-6,8-dimethyl-4-hydroxymethyl-1

Organic compounds -- part of the class 532-570 series – Organic compounds – Four or more ring nitrogens in the bicyclo ring system

Patent

Rate now

  [ 0.00 ] – not rated yet Voters 0   Comments 0

Details

C07D23732

Patent

active

044645325

ABSTRACT:
A novel process for producing 7-alkoxycarbonyl-6,8-dimethyl-4-hydroxymethyl-1-phthalazone, and its intermediates. 7-Alkoxycarbonyl-6,8-dimethyl-4-hydroxymethyl-1-phthalazone can be obtained by reacting substituted methylenetriphenylphosphorane with 3,5-dimethyl-4-alkoxycarbonylphthalic anhydride to obtain 6-alkoxycarbonyl-5,7-dimethyl-.DELTA..sup.3,.alpha. -substituted methylenephthalide, reacting the latter with hydrazine to obtain a phthalazone derivative, hydrolyzing the latter, halogenating the hydrolyzate to obtain 7-alkoxycarbonyl-6,8-dimethyl-4-(.alpha.-halogeno-.alpha.-substituted methyl)-1-phthalazone and then directly hydrolyzing and decarboxylating the latter or, when said 7-alkoxycarbonyl-6,8-dimethyl-4-(.alpha.-halogeno-.alpha.-substituted methyl)-1-phthalazone is 7-alkoxycarbonyl-6,8-dimethyl-1-phthalazone-4-.alpha.-halogenoacetic acid, reacting it with a carboxylic acid salt such as sodium acetate and simultaneously decarboxylating the acyloxylated compound and then hydrolyzing the decarboxylated product or firstly decarboxylating the 1-phthalazone-4-.alpha.-halogenoacetic acid derivative, reacting the decarboxylated product with said carboxylic acid salt and then hydrolyzing the reaction product or when said 7-alkoxycarbonyl-6,8-dimethyl-4-(.alpha.-halogeno-.alpha.-substituted methyl)-1-phthalazone is 7-alkoxycarbonyl-4-(.alpha.-carbamoyl-.alpha.-halogenomethyl-6,8-dimethyl- 1-phthalazone, reacting it with said carboxylic acid salt and then hydrolyzing and decarboxylating the acyloxylated compound simultaneously.

REFERENCES:
patent: 3870792 (1975-03-01), Inoue
patent: 3963716 (1976-06-01), Inoue
patent: 4350813 (1984-02-01), Takei
Panomvana, D. L., "Prolonged Duration of Action of Dyphylline Through Prodrugs," Dissertation Abst. 40: #4232B.
Sinkula and Yalkowsky, "Rational for Design . . . Prodrugs," Pharm. Science 64, pp. 181-210, (1975).

LandOfFree

Say what you really think

Search LandOfFree.com for the USA inventors and patents. Rate them and share your experience with other people.

Rating

Intermediates of 7-alkoxycarbonyl-6,8-dimethyl-4-hydroxymethyl-1 does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Intermediates of 7-alkoxycarbonyl-6,8-dimethyl-4-hydroxymethyl-1, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Intermediates of 7-alkoxycarbonyl-6,8-dimethyl-4-hydroxymethyl-1 will most certainly appreciate the feedback.

Rate now

     

Profile ID: LFUS-PAI-O-604497

  Search
All data on this website is collected from public sources. Our data reflects the most accurate information available at the time of publication.