Propanthelin → HCID 131734961, compound

HRID 922006Notes

Reaction equation

HRID 922006 reaction equation
[CH3:1][CH:2]([N+:4]([CH:25]([CH3:27])[CH3:26])([CH2:6][CH2:7][O:8][C:9]([CH:11]1[C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=2[O:18][C:17]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]1=2)=[O:10])[CH3:5])[CH3:3].[CH3:28][C:29]1[CH:30]=[CH:31][C:32]([S:35]([OH:38])(=[O:37])=[O:36])=[CH:33][CH:34]=1>>[CH3:27][CH:25]([N+:4]([CH:2]([CH3:3])[CH3:1])([CH2:6][CH2:7][O:8][C:9]([CH:11]1[C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=2[O:18][C:17]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]1=2)=[O:10])[CH3:5])[CH3:26].[CH3:28][C:29]1[CH:34]=[CH:33][C:32]([S:35]([OH:38])(=[O:37])=[O:36])=[CH:31][CH:30]=1

Participants

3

Reactant 2

HCID 4934PropanthelinHCID 6101p-Toluenesulfonic acid

Product 1

HCID 131734961HCID 131734961, compound

Procedure

13C NMR (75 MHz, d6-DMSO): δ 16.13-16.20 (C19, C20, C22, C23); 20.70 (C24); 40.81 (C17); 44.07 (C7); 54.18 (C16); 59.72 (C15); 63.84 (C18, C21); 116.54 (C2, C12); 118.22 (C6, C8); 123.62 (C4, C10); 125.44 (C27, C29); 127.95 (C26, C30); 129.35 (C3, C11); 129.53 (C5, C9); 137.46 (C28); 145.85 (C25); 150.86 (C1, C13); 170.32 (C14). MS (ESI): ES+ m/z: 368.0 (propantheline+), ES− m/z: 171.0 (p-toluenesulfonate−). ISE: The bromide concentration was determined by dissolving 0.2056 g of propantheline p-toluenesulfonate in 10 mL of methanol, indicating <100 ppm bromide. DSC: A reproducible Tg at 7±° C.

Workup

  1. concentrationISE: The bromide concentration
  2. dissolutionby dissolving 0.2056 g of propantheline p-toluenesulfonate in 10 mL of methanol

Sources & evidence

ORD record
ord-4074f0bb0f68460a8a2a198c6c2f476a
Source dataset
uspto-grants-2016_03
Patent number
US09278134B2

Reaction notes

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