4-Toluenesulfonyl chloride → HCID 54574482, compound

HRID 22111Notes

Reaction equation

HRID 22111 reaction equation
[NH2:1][CH:2]1[CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:11]3[C:16]([C:17]([C:19]4[C:20]([C:25]5[CH:26]=[C:27]6[C:31](=[CH:32][CH:33]=5)[CH2:30][CH:29]([NH2:34])[CH2:28]6)=[N:21][CH:22]=[CH:23][CH:24]=4)=[O:18])=[CH:15][CH:14]=[CH:13][N:12]=3)[CH:8]=2)[CH2:3]1.[C:35]1([CH3:45])[CH:40]=[CH:39][C:38]([S:41](Cl)(=[O:43])=[O:42])=[CH:37][CH:36]=1.C(N([CH2:51][CH3:52])CC)C>C(Cl)Cl>[C:35]1([CH3:45])[CH:40]=[CH:39][C:38]([S:41]([NH:34][CH:29]2[CH2:28][C:27]3[C:31](=[CH:32][CH:33]=[C:25]([C:20]4[C:19]([C:17]([C:16]5[C:11]([C:7]6[CH:8]=[C:9]7[C:4](=[CH:5][CH:6]=6)[CH2:3][CH:2]([NH:1][S:41]([C:38]6[CH:39]=[CH:40][C:51]([CH3:52])=[CH:36][CH:37]=6)(=[O:43])=[O:42])[CH2:10]7)=[N:12][CH:13]=[CH:14][CH:15]=5)=[O:18])=[CH:24][CH:23]=[CH:22][N:21]=4)[CH:26]=3)[CH2:30]2)(=[O:43])=[O:42])=[CH:37][CH:36]=1

Participants

5

Reactant 3

HCID 73974-Toluenesulfonyl chlorideHCID 8471TriethylamineHCID 53666096HCID 53666096, compound

Product 1

HCID 54574482HCID 54574482, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

21 g of 2-aminoindan-5-yl-3-pyridyl ketone are dissolved together with 18.9 g of p-toluenesulphonic acid chloride in 250 ml of methylene chloride. Then 9.2 g of triethylamine are added dropwise. After 4 hours the suspension is rotary-evaporated to dryness. The residue is suspended in water, made alkaline with sodium hydroxide solution and then suction filtered.

Workup

  1. customAfter 4 hours the suspension is rotary-evaporated to dryness
  2. filtrationsuction filtered

Sources & evidence

ORD record
ord-fc2441b21c7848fe9e836638258d0816
Source dataset
uspto-grants-1995_06
Patent number
US05426119

Reaction notes

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