Hydrochloric Acid → HCID 20326032, compound

HRID 839248Notes

Reaction equation

HRID 839248 reaction equation
[N+](C1OC(C2(C(N=[N+]=[N-])=O)CN(C3C=CC=CC=3)N=C2)=CC=1)([O-])=O.[N+:25]([C:28]1[O:32][C:31]([C:33]2[C:37]([N:38]=C=O)=[CH:36][N:35]([C:41]3[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=3)[N:34]=2)=[CH:30][CH:29]=1)([O-:27])=[O:26].[ClH:47]>O1CCOCC1>[ClH:47].[NH2:38][C:37]1[C:33]([C:31]2[O:32][C:28]([N+:25]([O-:27])=[O:26])=[CH:29][CH:30]=2)=[N:34][N:35]([C:41]2[CH:42]=[CH:43][CH:44]=[CH:45][CH:46]=2)[CH:36]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 20326065HCID 20326065, compoundHCID 131711117HCID 131711117, compound

Product 1

HCID 20326032HCID 20326032, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To prepare the starting material, heat 1 g of 4-(5-nitro-2-furyl)-1-phenylpyrazole-4-carboxylic acid azide in 15 ml of absolute dioxane for 1 hour at 90° C. After gas formation has finished, add the solution of the produced [3-(5-nitro-2-furyl)-1-phenyl-4-pyrazolyl]isocyanate dropwise to 4 ml of concentrated hydrochloric acid and then stir the resulting admixture overnight at from 40° to 45° C. Cool the thus-prepared material and draw off the formed precipitate to obtain 4-amino-3-(5-nitro-2-furyl)-1-phenylpyrazole hydrochloride [m.p. 211° to 213° C (with decomposition)] with the yield of 88%.

Workup

  1. customTo prepare the starting material
  2. temperatureCool the thus-prepared material

Sources & evidence

ORD record
ord-f51cf8b1c3ae4d4ba1cab04a7063ea39
Source dataset
uspto-grants-1978_06
Patent number
US04093812

Reaction notes

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