4-Chlorobenzenesulfonyl chloride → HCID 70098645, compound

HRID 2287832Notes

Reaction equation

HRID 2287832 reaction equation
[CH2:1]([N:4]([CH2:17][CH2:18][CH3:19])[C@H:5]1[CH2:14][C:13]2[CH:12]=[C:11]([CH2:15][NH2:16])[CH:10]=[CH:9][C:8]=2[CH2:7][CH2:6]1)[CH2:2][CH3:3].[Cl:20][C:21]1[CH:26]=[CH:25][C:24]([S:27](Cl)(=[O:29])=[O:28])=[CH:23][CH:22]=1>>[Cl:20][C:21]1[CH:26]=[CH:25][C:24]([S:27]([NH:16][CH2:15][C:11]2[CH:10]=[CH:9][C:8]3[CH2:7][CH2:6][C@@H:5]([N:4]([CH2:1][CH2:2][CH3:3])[CH2:17][CH2:18][CH3:19])[CH2:14][C:13]=3[CH:12]=2)(=[O:29])=[O:28])=[CH:23][CH:22]=1

Participants

3

Reactant 2

HCID 73984-Chlorobenzenesulfonyl chlorideHCID 53917738HCID 53917738, compound

Product 1

HCID 70098645HCID 70098645, compound

Procedure

Using procedure 9, (R)-7-(dipropylamino)-5,6,7,8-tetrahydro-2-naphthalenemethanamine (9) was treated with 4-chlorobenzenesulfonyl chloride. Purification by chromatography gave a solid which was crystallized from hexane to give the title compound colorless crystals (m.p. 72° C.). [α]D =+47° (25° C., CH3OH, c=0.6095).

Workup

  1. customPurification by chromatography
  2. customgave a solid which
  3. customwas crystallized from hexane

Sources & evidence

ORD record
ord-fff0cf47a719484d9d32cf71dcf246f1
Source dataset
uspto-grants-2000_07
Patent number
US06084130

Reaction notes

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