Chlorosulfonic acid → HCID 20160685, compound

HRID 247450Notes

Reaction equation

HRID 247450 reaction equation
[C:1]([N:4]1[CH2:10][CH:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:8]2[CH:17]=[C:18]([O:21][CH3:22])[CH:19]=[CH:20][C:7]=2[CH2:6][CH2:5]1)(=[O:3])[CH3:2].[Cl:23][S:24]([OH:27])(=O)=[O:25]>C(Cl)Cl>[C:1]([N:4]1[CH2:10][CH:9]([C:11]2[CH:16]=[CH:15][C:14]([S:24]([Cl:23])(=[O:27])=[O:25])=[CH:13][CH:12]=2)[C:8]2[CH:17]=[C:18]([O:21][CH3:22])[C:19]([S:24]([Cl:23])(=[O:27])=[O:25])=[CH:20][C:7]=2[CH2:6][CH2:5]1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 24638Chlorosulfonic acidHCID 20160738HCID 20160738, compound

Product 1

HCID 20160685HCID 20160685, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 3-acetyl-8-methoxy-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine (13 g, 0.01 m) in methylene chloride (50 ml) stirred at 5° was treated with chlorosulfonic acid (11.6 g, 0.1 m). The mixture was stirred at 25° for 2 hours, poured into ice water and extracted with chloroform. The chloroform extract was washed, dried with sodium sulfate and concentrated in vacuo to give 3-acetyl-7-chlorosulfonyl-1-[4-(chlorosulfonyl)phenyl]-8-methoxy-2,3,4,5-tetrahydro-1H-3-benzazepine.

Workup

  1. extractionextracted with chloroform
  2. extractionThe chloroform extract
  3. washwas washed
  4. dry with materialdried with sodium sulfate
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-879fe31da27b40e7b8db84b0f7e24991
Source dataset
uspto-grants-1987_11
Patent number
US04707483

Reaction notes

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