Benzenesulfonyl chloride, 4-chloro-3-nitro- → HCID 14324551, compound

HRID 1709789Notes

Reaction equation

HRID 1709789 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([S:11](Cl)(=[O:13])=[O:12])[CH:7]=[CH:8][C:9]=1[Cl:10])([O-:3])=[O:2].[CH2:15]([NH2:31])[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30].C(N(CC)CC)C>ClCCl>[CH2:15]([NH:31][S:11]([C:6]1[CH:7]=[CH:8][C:9]([Cl:10])=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=1)(=[O:13])=[O:12])[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30]

Participants

5

Reactant 3

HCID 7323Benzenesulfonyl chloride, 4-chloro-3-nitro-HCID 8471TriethylamineHCID 8926Hexadecylamine

Product 1

HCID 14324551HCID 14324551, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

800 g of 3-nitro-4-chlorobenzenesulfonyl chloride was mixed with 1,000 ml of dichloromethane, and a solution of 600 g of hexadecylamine and 251 ml of triethylamine in dichloromethane was dropwise added thereto. After completion of the reaction, the reaction solvent was removed under reduced pressure, 3,000 ml of methanol was added to the residue, and the mixture was heated to dissolve the system. Gradual cooling of the solution gave crystals. The crystals were collected by filtration and dried.

Workup

  1. customAfter completion of the reaction
  2. customthe reaction solvent was removed under reduced pressure, 3,000 ml of methanol
  3. additionwas added to the residue
  4. temperaturethe mixture was heated
  5. dissolutionto dissolve the system
  6. temperatureGradual cooling of the solution
  7. customgave crystals
  8. filtrationThe crystals were collected by filtration
  9. customdried

Sources & evidence

ORD record
ord-88bdbcec285a41baa773f5f80fd2ad8c
Source dataset
uspto-grants-1990_08
Patent number
US04950764

Reaction notes

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