Tert-Butylamine → HCID 22906430, compound

HRID 1488815Notes

Reaction equation

HRID 1488815 reaction equation
[NH2:1][C:2]1[CH:9]=[C:8]([N+:10]([O-:12])=[O:11])[CH:7]=[CH:6][C:3]=1[C:4]#[N:5].[N+](C1C=[CH:23][C:19]([C:20](O)=O)=[C:18](N)C=1)([O-])=O.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[OH:45]N1C(=O)CCC1=O.CCOC(/N=N/C(OCC)=O)=O.C(N)(C)(C)C>O1CCCC1>[N+:10]([C:8]1[CH:7]=[CH:6][C:3]([C:4]([NH2:5])=[O:45])=[C:2]([NH2:1])[C:9]=1[C:19]([CH3:23])([CH3:20])[CH3:18])([O-:12])=[O:11]

Participants

8

Reactant 6

HCID 6385Tert-ButylamineHCID 11776TriphenylphosphineHCID 120764-Nitroanthranilic acidHCID 80170N-HydroxysuccinimideHCID 5462977Diethyl azodicarboxylateHCID 111478972-Amino-4-nitrobenzonitrile

Product 1

HCID 22906430HCID 22906430, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

Preparation of starting material: 2-amino-4-nitrobenzonitrile; Dissolve 4-nitro-2-aminobenzoic acid (500 mg, 2.75 mmol) in tetrahydrofuran (10 mL). Add triphenylphosphine (730 mg, 2.75 mL) and N-hydroxysuccinimide (316 mg, 2.75 mmol). Add a solution of diethylazodicarboxylate (0,433 mL,2.75 mmol) and stir at room temperature under nitrogen for 10 minutes. Add tert-butylamine (1.1 mL, 5.5 mmol) in tetrahydrofuran (5 mL) directly to the reaction to yield after workup the 4-nitro-2-amino-tert-butylbenzamide.

Workup

  1. customPreparation of starting material

Sources & evidence

ORD record
ord-a252bdab603541079e0e04cdf46ddc76
Source dataset
uspto-grants-1997_10
Patent number
US05675018

Reaction notes

Loading…