4-Toluenesulfonyl chloride → HCID 10398927, compound

HRID 233657Notes

Reaction equation

HRID 233657 reaction equation
[CH2:1]([O:3][C:4]([N:6]1[CH2:11][CH2:10][C:9]([OH:17])([CH2:12][CH:13]([OH:16])[CH2:14]O)[CH2:8][CH2:7]1)=[O:5])[CH3:2].S(Cl)(C1C=CC(C)=CC=1)(=O)=O>N1C=CC=CC=1>[CH2:1]([O:3][C:4]([N:6]1[CH2:7][CH2:8][C:9]2([O:17][CH2:14][CH:13]([OH:16])[CH2:12]2)[CH2:10][CH2:11]1)=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 73974-Toluenesulfonyl chloride2×HCID 10037609HCID 10037609, compound

Product 1

HCID 10398927HCID 10398927, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent3×

Conditions

Temperature
110 °C

Procedure

The product of step c) (5.2 g, 0.021 mol) was dissolved in dry pyridine (60 ml), placed under nitrogen and cooled with an ice-bath. Tosyl chloride (4.8 g, 0.025 mol) was dissolved in pyridine (30 ml) and added dropwise. The reaction was heated at 110° C. After 5 hours another 2.2 g (0.011 mol) tosyl chloride was added in 20 ml pyridine at room temperature and the heating was continued overnight.

Workup

  1. temperaturecooled with an ice-bath
  2. additionadded dropwise

Sources & evidence

ORD record
ord-e85edcc042c14190840489727e94aeaa
Source dataset
uspto-grants-1997_01
Patent number
US05594000

Reaction notes

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