Hydrochloric Acid → ST001718

HRID 1250413Notes

Reaction equation

HRID 1250413 reaction equation
[NH2:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[N:5]=[C:4]([CH3:13])[CH:3]=1.Cl.[N:15](OCCC(C)C)=[O:16]>C(O)C>[NH2:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[N:5]=[C:4]([CH3:13])[C:3]=1[N:15]=[O:16]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 8053Isoamyl NitriteHCID 708015-Amino-3-methyl-1-phenylpyrazole

Product 1

HCID 608691ST001718

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 17.3 g (0.1 mol) of 5-amino-3-methyl-1-phenylpyrazole in 200 cm3 of absolute ethanol were added dropwise 0.5 cm3 of 12 N hydrochloric acid and then 13.5 cm3 of isoamyl nitrite, at 0° C. The solution was then warmed to and left at room temperature for 4 hours. An orange-coloured solid crystallized out. This solid was filtered off on a sinter funnel and washed with 100 cm3 of isopropyl ether. After drying under vacuum at room temperature, 17 g of 5-amino-3-methyl-4-nitroso-1-phenylpyrazole were obtained in the form of an orange-coloured solid, the melting point of which was from 202 to 204° C.

Workup

  1. customat 0° C
  2. temperatureThe solution was then warmed to and
  3. customAn orange-coloured solid crystallized out
  4. filtrationThis solid was filtered off on a sinter funnel
  5. washwashed with 100 cm3 of isopropyl ether
  6. customAfter drying under vacuum at room temperature

Sources & evidence

ORD record
ord-17033ddad88242d289e190ec2cbefdcf
Source dataset
uspto-grants-2002_01
Patent number
US06338741B1

Reaction notes

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