Potassium Carbonate → N1-butoxycarbonyl-N1-methyl-3,5-dinitro-N4,N4-dipropylsulfanilamide

HRID 918354Notes

Reaction equation

HRID 918354 reaction equation
[CH3:1][NH:2][S:3](=[O:24])([C:5]1[CH:10]=[C:9]([N+:11]([O-:13])=[O:12])[C:8]([N:14]([CH2:18][CH2:19][CH3:20])[CH2:15][CH2:16][CH3:17])=[C:7]([N+:21]([O-:23])=[O:22])[CH:6]=1)=[O:4].Cl[C:26]([O:28][CH2:29][CH2:30][CH2:31][CH3:32])=[O:27].C(=O)([O-])[O-].[K+].[K+]>C(COC)OC>[CH2:29]([O:28][C:26]([N:2]([CH3:1])[S:3](=[O:24])([C:5]1[CH:10]=[C:9]([N+:11]([O-:13])=[O:12])[C:8]([N:14]([CH2:18][CH2:19][CH3:20])[CH2:15][CH2:16][CH3:17])=[C:7]([N+:21]([O-:23])=[O:22])[CH:6]=1)=[O:4])=[O:27])[CH2:30][CH2:31][CH3:32]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 61140Butyl chloroformateHCID 10428592Benzenesulfonamide, 4-(dipropylamino)-N-methyl-3,5-dinitro-

Product 1

HCID 54264015N1-butoxycarbonyl-N1-methyl-3,5-dinitro-N4,N4-dipropylsulfanilamide

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Procedure

A mixture of 4.5 g (0.0125 mol) N1 -methyl-3,5-dinitro-N4,N4 -dipropylsulfanilamide, 3.4 g (0.025 mol) n-butyl chloroformate, 3.5 g (0.25 mol) potassium carbonate and 50 ml dimethoxyethane was reacted to produce N1 -butoxycarbonyl-N1 -methyl-3,5-dinitro-N4,N4 -dipropylsulfanilamide by a procedure similar to that of Example 4. The product was a yellow-orange solid having a melting point of 99°-101°C.

Workup

  1. customwas reacted

Sources & evidence

ORD record
ord-b36a688287b14d8abb5cb4507ae4a1da
Source dataset
uspto-grants-1976_07
Patent number
US03971650

Reaction notes

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