Phosphorus pentachloride → HCID 12346245, compound

HRID 867955Notes

Reaction equation

P(Cl)(Cl)(Cl)(Cl)Cl.[N+:7]([C:10]1[CH:36]=[C:35]([N+:37]([O-:39])=[O:38])[CH:34]=[C:33]([N+:40]([O-:42])=[O:41])[C:11]=1[C:12]([NH:14][NH:15][C:16](=[O:32])[C:17]1[C:22]([N+:23]([O-:25])=[O:24])=[CH:21][C:20]([N+:26]([O-:28])=[O:27])=[CH:19][C:18]=1[N+:29]([O-:31])=[O:30])=O)([O-:9])=[O:8]>>[C:11]1([C:12]2[O:32][C:16]([C:17]3[C:18]([N+:29]([O-:31])=[O:30])=[CH:19][C:20]([N+:26]([O-:28])=[O:27])=[CH:21][C:22]=3[N+:23]([O-:25])=[O:24])=[N:15][N:14]=2)[C:33]([N+:40]([O-:42])=[O:41])=[CH:34][C:35]([N+:37]([O-:39])=[O:38])=[CH:36][C:10]=1[N+:7]([O-:9])=[O:8]

Participants

Reactant 2

HCID 24819Phosphorus pentachloride

HCID 12346235HCID 12346235, compound

Product 1

HCID 12346245HCID 12346245, compound

Procedure

Stoichiometrically one mole of phosphorus pentachloride (PCl5) should be consumed for each mole of N,N'-bis(2,4,6-trinitrobenzoyl)hydrazine in the reaction to produce 2,5-dipicryl-1,3,4-oxadiazole. However, for better results a molar excess of PCl5 is used. A molar ratio of PCl5 to N,N'-bis(2,4,6-trinitrobenzoyl)hydrazine of from 1.0:1.0 to 3.0:1.0 is preferred, with from 2.0:1.0 to 2.5:1.0 being more preferred.

Sources & evidence

ORD record: ord-cee4c5cc170a4b9ebed6bbe2e70893d5
Source dataset: uspto-grants-1988_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04777258

Reaction notes

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