Chlorosulfonic acid → HCID 59718023, compound

HRID 2225135Notes

Reaction equation

HRID 2225135 reaction equation
[CH3:1][C:2]1[CH:20]=[CH:19][CH:18]=[CH:17][C:3]=1[C:4]([NH:6][C:7]1[C:16]2[CH2:15][CH2:14][CH2:13][CH2:12][C:11]=2[CH:10]=[CH:9][CH:8]=1)=[O:5].[Cl:21][S:22](O)(=[O:24])=[O:23]>>[CH3:1][C:2]1[CH:20]=[CH:19][CH:18]=[CH:17][C:3]=1[C:4]([NH:6][C:7]1[C:16]2[CH2:15][CH2:14][CH2:13][CH2:12][C:11]=2[CH:10]=[C:9]([S:22]([Cl:21])(=[O:24])=[O:23])[CH:8]=1)=[O:5]

Participants

3

Reactant 2

HCID 24638Chlorosulfonic acidHCID 796063Benzamide, 2-methyl-N-(5,6,7,8-tetrahydro-1-naphthalenyl)-

Product 1

HCID 59718023HCID 59718023, compound

Conditions

Temperature
25 °C

Procedure

To neat amide (58), at 0° C., was added chlorosulfonic acid (5 eq) dropwise. The temperature was allowed to warm to 25° C. and then heated at 70° C. for 45 minutes. After cooling to 25° C., the reaction mixture was poured into ice water, and the resultant precipitate was collected by filtration to give the title compound as a solid. The product (mixture of regioisomers) was used without further purification.

Workup

  1. temperatureheated at 70° C. for 45 minutes
  2. temperatureAfter cooling to 25° C.
  3. filtrationthe resultant precipitate was collected by filtration

Sources & evidence

ORD record
ord-2c010bfbd81b487cb5f17ce76b4504d3
Source dataset
uspto-grants-2008_05
Patent number
US07378525B2

Reaction notes

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