Methylhydrazine → HCID 19786932, compound

HRID 1657023Notes

Reaction equation

HRID 1657023 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2F)=O)=[CH:4][C:3]=1[N+:17]([O-:19])=[O:18].[CH3:20][NH:21][NH2:22]>C(O)C>[CH3:20][N:21]1[C:11]2[C:10](=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:8]([C:5]2[CH:6]=[CH:7][C:2]([NH2:1])=[C:3]([N+:17]([O-:19])=[O:18])[CH:4]=2)=[N:22]1

Participants

4

Reactant 2

HCID 6061MethylhydrazineHCID 54009844HCID 54009844, compound

Product 1

HCID 19786932HCID 19786932, compoundYield 51.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 10.4 parts of (4-amino-3-nitrophenyl) (2-fluorophenyl)methanone, 14.03 parts of methylhydrazine and 79 parts of ethanol was stirred for 40 hours at reflux temperature. After cooling, the precipitated product was filtered off, washed with 2,2'-oxybispropane and dried, yielding 5.5 parts (51.3%) of 4-(1-methyl-1H-indazol-3-yl)-2-nitrobenzenamine; mp. 230.6° C. (interm. 7). In a similar manner there was also prepared: 4-(1H-indazol-3-yl)-2-nitrobenzenamine (interm. 8).

Workup

  1. temperatureat reflux temperature
  2. temperatureAfter cooling
  3. filtrationthe precipitated product was filtered off
  4. washwashed with 2,2'-oxybispropane
  5. customdried

Sources & evidence

ORD record
ord-304e6269e6b64ec1abba55e2a48e67a5
Source dataset
uspto-grants-1993_10
Patent number
US05256681

Reaction notes

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