4-Tert-Butylaniline → HCID 59857420, compound

HRID 555399Notes

Reaction equation

HRID 555399 reaction equation
[C:1]([C:5]1[CH:11]=[CH:10][C:8]([NH2:9])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[C:12]([C:16]1[CH:31]=[CH:30][CH:29]=[CH:28][C:17]=1[O:18][C:19]1[C:24]([N:25]=[C:26]=[S:27])=[CH:23][CH:22]=[CH:21][N:20]=1)([CH3:15])([CH3:14])[CH3:13]>ClCCCl>[C:12]([C:16]1[CH:31]=[CH:30][CH:29]=[CH:28][C:17]=1[O:18][C:19]1[C:24]([NH:25][C:26]([NH:9][C:8]2[CH:7]=[CH:6][C:5]([C:1]([CH3:4])([CH3:2])[CH3:3])=[CH:11][CH:10]=2)=[S:27])=[CH:23][CH:22]=[CH:21][N:20]=1)([CH3:15])([CH3:13])[CH3:14]

Participants

4

Reactant 2

HCID 698614-Tert-ButylanilineHCID 59857388HCID 59857388, compound

Product 1

HCID 59857420HCID 59857420, compoundYield 54.3%

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

To a solution of 4-tert-butyl aniline (30 mg, 0.20 mmol) in DCE (2 mL) was slowly added 1c (50 mg, 0.17 mmol). The reaction was stirred 48 h at rt and concentrated. 96a was crystallized from methanol to afford 40 mg (52% yield) of white crystals. [M+H]+=434.04.

Workup

  1. concentrationconcentrated
  2. custom96a was crystallized from methanol

Sources & evidence

ORD record
ord-fb0c511345d64491a3874010588c04c4
Source dataset
uspto-grants-2011_11
Patent number
US08053450B2

Reaction notes

Loading…