p-Toluenesulfonyl azide → HCID 22737640, compound

HRID 51191

Reaction equation

HRID 51191 reaction equation
[CH2:1]([CH:4]1[CH2:9][CH2:8][CH:7]([S:10]([CH2:13][S:14]([CH:17]2[CH2:22][CH2:21][CH:20]([CH2:23][CH2:24][CH3:25])[CH2:19][CH2:18]2)(=[O:16])=[O:15])(=[O:12])=[O:11])[CH2:6][CH2:5]1)[CH2:2][CH3:3].C1(C)C=CC(S([N:35]=[N+:36]=[N-])(=O)=O)=CC=1.C1CCN2C(=NCCC2)CC1>ClCCl>[CH2:1]([CH:4]1[CH2:5][CH2:6][CH:7]([S:10]([C:13]([S:14]([CH:17]2[CH2:18][CH2:19][CH:20]([CH2:23][CH2:24][CH3:25])[CH2:21][CH2:22]2)(=[O:16])=[O:15])=[N+:35]=[N-:36])(=[O:12])=[O:11])[CH2:8][CH2:9]1)[CH2:2][CH3:3]

Participants

5

Reactant 3

HCID 13661p-Toluenesulfonyl azideHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 22737642HCID 22737642, compound

Product 1

HCID 22737640HCID 22737640, compoundYield 49%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Synthesis was conducted as in Synthesis Example 8 using 8.0 g (0.020 mol) of the bis(4-n-propylcyclohexyl-sulfonyl)methane prepared above, 6.1 g (0.030 mol) of p-toluenesulfonylazide, 73 g of dichloromethane and 3.1 ml (0.020 mol) of DBU. There was obtained 4.1 g of the desired bis(4-n-propylcyclohexylsulfonyl)diazomethane. The yield was 48%.

Workup

  1. customSynthesis

Sources & evidence

ORD record
ord-45e63113baed43609c4b9a00a56fc582
Source dataset
uspto-grants-2004_03
Patent number
US06713612B2

Linked notes

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