Pyridine → HCID 135818677, compound

HRID 637582Notes

Reaction equation

HRID 637582 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([CH2:35][CH2:36]O)[N:7]=[C:8]3[C:17]4[C:12](=[C:13]([O:26]CC5C=CC=CC=5)[CH:14]=[CH:15][C:16]=4[O:18]CC4C=CC=CC=4)[C:11](=[O:34])[C:10]=1[C:9]=23.C1(C)C=CC(S(Cl)(=O)=O)=CC=1.[N:49]1[CH:54]=[CH:53]C=[CH:51][CH:50]=1>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([CH2:35][CH2:36][N:49]([CH2:54][CH3:53])[CH2:50][CH3:51])[N:7]=[C:8]3[C:17]4[C:12](=[C:13]([OH:26])[CH:14]=[CH:15][C:16]=4[OH:18])[C:11](=[O:34])[C:10]=1[C:9]=23

Participants

4

Reactant 3

HCID 1049PyridineHCID 73974-Toluenesulfonyl chlorideHCID 13558443HCID 13558443, compound

Product 1

HCID 135818677HCID 135818677, compound

Procedure

An ice-cold mixture of 22 g (43 mmol) of 5-chloro-2-(2-hydroxyethyl)-7,10-bis(phenylmethoxy)anthra[1,9-cd]pyrazol-6(2H)-one, 12.3 g (65 mmol) of p-toluenesulfonyl chloride and 170 ml of pyridine is stirred for 50 hours. The solid is filtered, washed with methanol and diethyl ether, and dried to give 10.5 g of the product; mp 203°-206° C. (decomposition). Processing of the filtrate gives 9.3 g of additional product; mp 182°-188° C. (decomposition).

Workup

  1. filtrationThe solid is filtered
  2. washwashed with methanol and diethyl ether
  3. customdried

Sources & evidence

ORD record
ord-5ec2b8ebb6974d3da661bbe3da5a9d61
Source dataset
uspto-grants-1985_12
Patent number
US04556654

Reaction notes

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