4'-(aminomethyl)-N-tert-butylbiphenyl-2-sulfonamide → 5-n-Butyl-4-[[2'-(N-t-butylsulfamoyl)biphenyl-4-yl]methyl]-2,4-dihydro-3H-1,2,4-triazol-3-one

HRID 36188Notes

Reaction equation

HRID 36188 reaction equation
[C:1]([NH:5][S:6]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[C:15]1[CH:20]=[CH:19][C:18]([CH2:21][NH2:22])=[CH:17][CH:16]=1)(=[O:8])=[O:7])([CH3:4])([CH3:3])[CH3:2].[C:23]([NH:28][N:29]=[C:30](OCC)[CH2:31][CH2:32][CH2:33][CH3:34])(OCC)=[O:24]>>[CH2:31]([C:30]1[N:22]([CH2:21][C:18]2[CH:19]=[CH:20][C:15]([C:10]3[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=3[S:6](=[O:8])(=[O:7])[NH:5][C:1]([CH3:4])([CH3:2])[CH3:3])=[CH:16][CH:17]=2)[C:23](=[O:24])[NH:28][N:29]=1)[CH2:32][CH2:33][CH3:34]

Participants

3

Reactant 2

HCID 100644894'-(aminomethyl)-N-tert-butylbiphenyl-2-sulfonamideHCID 53752329Ethyl valerate carbethoxyhydrazone

Product 1

HCID 103886375-n-Butyl-4-[[2'-(N-t-butylsulfamoyl)biphenyl-4-yl]methyl]-2,4-dihydro-3H-1,2,4-triazol-3-oneYield 72%

Procedure

By the procedure of Example 9, Step C, [[2'-(N-t-butylsulfamoyl)biphenyl-4-yl)methyl]amine (from Step F) was reacted with ethyl valerimidate carbethoxyhydrazone (from Example 2, Step A) to give a 72% yield of the title compound as a white foam; satisfactory purity by TLC in 94:6 CH2Cl2 --MeOH.

Sources & evidence

ORD record
ord-de7cef4b573e4c35bd9196e081ad8395
Source dataset
uspto-grants-1995_05
Patent number
US05411980

Reaction notes

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