1956
DOI: 10.1021/jo01116a027
|View full text |Cite
|
Sign up to set email alerts
|

The Preparation of Some Derivatives of β-(10-Phenothiazinyl)propionic Acid and β-(2-Chloro-10-phenothiazinyl)propionic Acid

Help me understand this report

Search citation statements

Order By: Relevance

Paper Sections

Select...
1
1
1

Citation Types

0
20
0

Year Published

1961
1961
2015
2015

Publication Types

Select...
6
3

Relationship

0
9

Authors

Journals

citations
Cited by 61 publications
(20 citation statements)
references
References 0 publications
0
20
0
Order By: Relevance
“…The 3-phenothiazin-10-ylpropionic acid, 3, was prepared by first reacting PTZ with acrylonitrile in the presence of tetrabutylammonium hydroxide (87% yield), followed by hydrolysis with sodium hydroxide in aqueous methanol to afford the product in 56% yield (32). As shown in Scheme 2, the 5′-position of thymidine was converted from a hydroxyl to an amine in three consecutive steps.…”
Section: Resultsmentioning
confidence: 99%
“…The 3-phenothiazin-10-ylpropionic acid, 3, was prepared by first reacting PTZ with acrylonitrile in the presence of tetrabutylammonium hydroxide (87% yield), followed by hydrolysis with sodium hydroxide in aqueous methanol to afford the product in 56% yield (32). As shown in Scheme 2, the 5′-position of thymidine was converted from a hydroxyl to an amine in three consecutive steps.…”
Section: Resultsmentioning
confidence: 99%
“…Starting acids 6-8 were obtained by Michael addition reaction of carbazole 12, phenothiazine 13 or 2-chlorophenothiazine 14 with acrylonitrile in the presence of Triton B, 16,17 followed by hydrolysis of nitrile 9-11 with aqueous sodium hydroxide in methanol. 16,17 The key intermediates, activated esters 3, 4, 2,13 5, were then prepared by reaction between carboxylic acids 6, 7 and 8 with N-hydroxysuccinimide in the presence of EDCI [1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride]. 18 Furthermore, coupling reactions of activated esters 3 and 4 with L-cysteinyl, methionyl, serinyl or valinyl esters provided the corresponding esters 2a-h (Scheme 1).…”
Section: B S T R a C Tmentioning
confidence: 99%
“…Reaction between an isothiocyanates 44 and carbohydrazides 1 in benzene gave acylthiosemicarbazides 45 in yields ranging from 88 to 95% [47–52]. …”
Section: Reactions Of Carbohydrazidesmentioning
confidence: 99%