Acetonitrile → HCID 67046040, compound

HRID 1986048Notes

Reaction equation

HRID 1986048 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][CH:9]2[CH2:14][C:13]([CH3:16])([CH3:15])[NH:12][C:11]([CH3:18])([CH3:17])[CH2:10]2)=[CH:4][C:3]=1[O:19][CH3:20].C(#N)C.C1C(=O)N([Br:31])C(=O)C1>O>[ClH:1].[Br:31][C:6]1[CH:7]=[C:2]([Cl:1])[C:3]([O:19][CH3:20])=[CH:4][C:5]=1[NH:8][CH:9]1[CH2:10][C:11]([CH3:18])([CH3:17])[NH:12][C:13]([CH3:15])([CH3:16])[CH2:14]1

Participants

5

Reactant 3

HCID 6342AcetonitrileHCID 67184N-bromobutanimideHCID 11637957HCID 11637957, compound

Product 1

HCID 67046040HCID 67046040, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of (4-chloro-3-methoxyphenyl)-(2,2,6,6-tetramethyl-piperidin4-yl)-amine 0.40 g, 1.3 mmol), acetonitrile (10 ml) and NBS (0.23 g, 1.3 mmol) was stirred for 1 h at 100° C. Water (25 ml) was added and the mixture was extracted with diethyl ether (2 x 50 ml). Hydrochloric acid in ether was added and the hydrochloric acid salt was precipitated and stirred, followed by filtration. Yield 0.40 g, (75%). Mp >270° C.

Workup

  1. extractionthe mixture was extracted with diethyl ether (2 x 50 ml)
  2. additionHydrochloric acid in ether was added
  3. customthe hydrochloric acid salt was precipitated
  4. stirringstirred
  5. filtrationfollowed by filtration

Sources & evidence

ORD record
ord-e8cbd1dbaa9b47249e4cf3884c60527d
Source dataset
uspto-grants-2009_06
Patent number
US07547788B2

Reaction notes

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