2-Chloroethyl isocyanate → HCID 14625246, compound

HRID 572427Notes

Reaction equation

HRID 572427 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([Cl:8])[CH:3]=1.[Cl:9][CH2:10][CH2:11][N:12]=[C:13]=[O:14]>C1(C)C=CC=CC=1>[Cl:9][CH2:10][CH2:11][NH:12][C:13]([NH:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([Cl:8])[CH:3]=1)=[O:14]

Participants

4

Reactant 2

HCID 160352-Chloroethyl isocyanateHCID 844322-Chloropyridin-4-amine

Product 1

HCID 14625246HCID 14625246, compoundYield 61%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Using analogous reagents and reaction conditions as described in Example 1 above, 4-amino-2-chloro pyridine (3.0 g, 23.33 mmol) in toluene (30 mL) was reacted with 1-chloro-2-isocyanatoethane (3.69 g, 35.0 mmol) and purified by column chromatography on silica gel (1.5% methanol in DCM) to afford 3.3 g of the product (61% yield).

Workup

  1. customreagents and reaction conditions
  2. custompurified by column chromatography on silica gel (1.5% methanol in DCM)

Sources & evidence

ORD record
ord-2180f68f89ec4313958cc3e797667ed0
Source dataset
uspto-grants-2015_05
Patent number
US09029399B2

Reaction notes

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