Chloroacetonitrile → HCID 44542641, compound

HRID 1685097Notes

Reaction equation

HRID 1685097 reaction equation
[NH2:1][C:2]1[C:3]2[CH:14]=[C:13]([Br:15])[CH:12]=[CH:11][C:4]=2[S:5][C:6]=1[C:7]([O:9][CH3:10])=[O:8].[Cl:16][CH2:17][C:18]#[N:19]>Cl.O1CCOCC1>[NH2:19][C:18](=[N:1][C:2]1[C:3]2[CH:14]=[C:13]([Br:15])[CH:12]=[CH:11][C:4]=2[S:5][C:6]=1[C:7]([O:9][CH3:10])=[O:8])[CH2:17][Cl:16]

Participants

5

Reactant 2

HCID 7856ChloroacetonitrileHCID 44542789Methyl 3-amino-5-bromo-1-benzothiophene-2-carboxylate

Product 1

HCID 44542641HCID 44542641, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

A suspension of EXAMPLE 1A (7.2 g, 25.16 mmol) in 4N hydrochloric acid in dioxane (70 mL) was treated with 2-chloroacetonitrile (3.18 mL, 50.32 mmol) at ambient temperature for 3 hours. The white solid was collected by filtration and dried to give the title compound as the hydrochloride salt. LCMS (APCI) m/z: 362(M+H)+.

Workup

  1. filtrationThe white solid was collected by filtration
  2. customdried

Sources & evidence

ORD record
ord-f5122d728e384fb5b448e893fe3bb9a7
Source dataset
uspto-grants-2012_04
Patent number
US08148384B2

Reaction notes

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