Triethylamine → HCID 178513470, compound

HRID 839559Notes

Reaction equation

HRID 839559 reaction equation
[N+:1]([C:4]1[CH:15]=[CH:14][C:7]([CH:8]=[CH:9][S:10](Cl)(=[O:12])=[O:11])=[CH:6][CH:5]=1)([O-:3])=[O:2].[N+:16]([C:19]1[CH:27]=[CH:26][C:22]([C:23]([NH2:25])=[NH:24])=[CH:21][CH:20]=1)([O-:18])=[O:17].C(N(CC)CC)C>CC(C)=O>[N+:1]([C:4]1[CH:15]=[CH:14][C:7]([CH:8]=[CH:9][S:10]([NH:25][C:23](=[NH:24])[C:22]2[CH:21]=[CH:20][C:19]([N+:16]([O-:18])=[O:17])=[CH:27][CH:26]=2)(=[O:12])=[O:11])=[CH:6][CH:5]=1)([O-:3])=[O:2]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 1174754-NitrobenzamidineHCID 3480064-Nitrostyrylsulfonyl chloride

Product 1

HCID 178513470HCID 178513470, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

4-Nitrostyrylsulfonyl chloride (2.5 g., 0.01 mole) is added portion-wise to a solution of 4-nitrobenzamidine (1.65 g., 0.01 mole), prepared according to the procedure of L. Weintraub, et al., J. Org. Chem., 33, 1679 (1968), and triethylamine (1.01 g., 0.01 mole) in 50 ml. of acetone at 10° C. After stirring for a period of 1 hr. at 25° C., the mixture is concentrated under reduced pressure and the residual material stirred with water and collected. Triturating the filter cake with acetone provides N-(4-NITROSTYRYLSULFONYL)-4-NITROBENZAMIDINE, m.p. 173°-177° C.

Workup

  1. customprepared
  2. customat 10° C
  3. concentrationat 25° C., the mixture is concentrated under reduced pressure
  4. stirringthe residual material stirred with water
  5. customcollected
  6. customTriturating the filter cake with acetone

Sources & evidence

ORD record
ord-dd58d6d8d62e44cd97f907845431771f
Source dataset
uspto-grants-1978_06
Patent number
US04096183

Reaction notes

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