Commons:Deletion requests/File:Pyraclofos Synthesis.svg
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This deletion discussion is now closed. Please do not make any edits to this archive. You can read the deletion policy or ask a question at the Village pump. If the circumstances surrounding this file have changed in a notable manner, you may re-nominate this file or ask for it to be undeleted.
Request by the uploader, see discussion on de:Diskussion:Pyraclofos. Leyo 07:17, 24 August 2022 (UTC)
- Delete. Since the uploader expresses uncertainties about its accuracy and is unwilling to have it used, it should be deleted. Marbletan (talk) 12:50, 24 August 2022 (UTC)
On holdThe specific reaction-sequence from the ref cited in the dewiki article is doi:10.1016/B978-081551401-5.50402-0. It does indeed appear to be a diazonium reacting with chloropyruvic acid to form a hydrazone at the carboxylic-acid carbon. I think this is a mistake in the ref. It looks like a en:Japp–Klingemann reaction, if only they had used chloroacetoacetic acid instead. DMacks (talk) 01:43, 28 August 2022 (UTC)- well yes, if it was chloroacetoacetic acid instead of the 3-chloro-2-keto propanoic acid it could work like a Japp-Klingemann reaction. I have to confess that I didn't know this name reaction.--Kreuz Elf (talk) 20:03, 28 August 2022 (UTC)
- Delete Using 4-chloroacetoacetic acid with this and related diazobenzenes in the context of making pyraclofos and analogs is known in the literature (doi:10.1080/00304940209355748, which even identifies it as a J–K type of reaction:), so I am now sure this is a mistake in the cited Pesticide Synthesis Handbook ref. So this image should be deleted as incorrect, or else adjusted to be correct. I uploaded File:Arylpyrazole via Japp-Klingemann.png so I can include this heterocycle example in the enwiki article about the J–K reaction. There is no article about pyraclofos in any language except dewiki. DMacks (talk) 20:44, 28 August 2022 (UTC)
- User:WH23, would you be able to make this correction for us? DMacks (talk) 20:57, 28 August 2022 (UTC)
- Delete. Delete. The presented synthetic sequence is not correct. Best regards, --Jue (talk) 11:27, 29 August 2022 (UTC)
- Delete Using 4-chloroacetoacetic acid with this and related diazobenzenes in the context of making pyraclofos and analogs is known in the literature (doi:10.1080/00304940209355748, which even identifies it as a J–K type of reaction:), so I am now sure this is a mistake in the cited Pesticide Synthesis Handbook ref. So this image should be deleted as incorrect, or else adjusted to be correct. I uploaded File:Arylpyrazole via Japp-Klingemann.png so I can include this heterocycle example in the enwiki article about the J–K reaction. There is no article about pyraclofos in any language except dewiki. DMacks (talk) 20:44, 28 August 2022 (UTC)
Deleted: per nomination, discussion. --Rosenzweig τ 17:42, 2 September 2022 (UTC)