N-Iodosuccinimide → HCID 67607194, compound

HRID 872290Notes

Reaction equation

HRID 872290 reaction equation
[CH:1]1([CH2:4][N:5]2[C:9]3[CH:10]=[CH:11][C:12]([OH:14])=[CH:13][C:8]=3[N:7]=[N:6]2)[CH2:3][CH2:2]1.[I:15]N1C(=O)CCC1=O>C(O)(=O)C.O>[CH:1]1([CH2:4][N:5]2[C:9]3[CH:10]=[CH:11][C:12]([OH:14])=[C:13]([I:15])[C:8]=3[N:7]=[N:6]2)[CH2:2][CH2:3]1

Participants

5

Reactant 2

HCID 120273N-IodosuccinimideHCID 67606320HCID 67606320, compound

Product 1

HCID 67607194HCID 67607194, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

1-(Cyclopropylmethyl)-1H-benzotriazol-5-ol (9-1, 5.41 g, 28.6 mmol) was dissolved in acetic acid (75 mL) and treated with N-iodosuccinimide (4.79 g, 21.3 mmol, 0.74 equiv) portionwise. After 15 minutes, the mixture was diluted with water (150 mL) and extracted with dichloromethane (2×100 mL). The combined organic extracts were dried with sodium sulfate, filtered and concentrated in vacuo, providing the titled compound 9-2.

Workup

  1. extractionextracted with dichloromethane (2×100 mL)
  2. dry with materialThe combined organic extracts were dried with sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-8d02a4ffa34247c5a482281108bc6c9f
Source dataset
uspto-grants-2015_03
Patent number
US08975286B2

Reaction notes

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