Hydrochloric Acid → HCID 5323285, compound

HRID 2352481Notes

Reaction equation

HRID 2352481 reaction equation
[CH2:1]([NH:5][CH2:6][CH2:7][CH2:8][CH3:9])[CH2:2][CH2:3][CH3:4].[OH-].[Na+].[N+:12]([C:15]1[CH:16]=[C:17]([S:22](Cl)(=[O:24])=[O:23])[CH:18]=[CH:19][C:20]=1[Cl:21])([O-:14])=[O:13].Cl>C(#N)C.O>[CH2:1]([N:5]([CH2:6][CH2:7][CH2:8][CH3:9])[S:22]([C:17]1[CH:18]=[CH:19][C:20]([Cl:21])=[C:15]([N+:12]([O-:14])=[O:13])[CH:16]=1)(=[O:23])=[O:24])[CH2:2][CH2:3][CH3:4]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 7323Benzenesulfonyl chloride, 4-chloro-3-nitro-HCID 8148DibutylamineHCID 14798Sodium Hydroxide

Product 1

HCID 5323285HCID 5323285, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6342AcetonitrileSolvent

Conditions

Temperature
0 °C

Procedure

To 565 g of dibutylamine were added 2.5 liters of water and 230 g of sodium hydroxide and the mixture was cooled to 0° C. To the mixture was added dropwise 1400 ml of an acetonitrile solution containing 1120 g of 3-nitro-4-chlorobenzenesulfonyl chloride while maintaining at 10° C. or lower. After the completion of the reaction, 100 ml of concentrated hydrochloric acid was added thereto. The crystals thus deposited were collected by filtration, washed with water and dried. Yield: 1208 g (79.2%). Melting point: 67° to 68° C.

Workup

  1. temperaturewhile maintaining at 10° C.
  2. additionwas added
  3. filtrationThe crystals thus deposited were collected by filtration
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-1db15640cc05483d9dc5683e6d4431a2
Source dataset
uspto-grants-1989_10
Patent number
US04877720

Reaction notes

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