Benzenemethanamine, 3,5-dichloro- → HCID 17819382, compound

HRID 1956726Notes

Reaction equation

HRID 1956726 reaction equation
C(O[C:6]1[C:7](=[O:16])[C:8](=[O:15])[C:9]=1[NH:10][C:11]([CH3:14])([CH3:13])[CH3:12])CCC.[Cl:17][C:18]1[CH:19]=[C:20]([CH:23]=[C:24]([Cl:26])[CH:25]=1)[CH2:21][NH2:22]>O1CCCC1>[C:11]([NH:10][C:9]1[C:8](=[O:15])[C:7](=[O:16])[C:6]=1[NH:22][CH2:21][C:20]1[CH:19]=[C:18]([Cl:17])[CH:25]=[C:24]([Cl:26])[CH:23]=1)([CH3:12])([CH3:13])[CH3:14]

Participants

4

Reactant 2

HCID 457602Benzenemethanamine, 3,5-dichloro-HCID 178193893-Butoxy-4-tert-butylamino-cyclobut-3-ene-1,2-dione

Product 1

HCID 17819382HCID 17819382, compoundYield 66.9%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 3-butoxy-4-tert-butylamino-cyclobut-3-ene-1,2-dione (1.13 g, 5 mmol, Example 1), 3.5-dichlorobenzylamine (0.88 g, 5 mmol) and tetrahydrofuran (15 mL) was stirred at room temperature overnight, and then was processed as in Example 2, Step 4. Recrystallization (twice) of the crude product from methanol gave 1.095 g of the title compound as a whte solid: mp 281°-283° C. (dec). MS (m/z) 326/328/330 (M+). HPLC indicates a major component (99.2%).

Workup

  1. customRecrystallization (twice) of the crude product from methanol

Sources & evidence

ORD record
ord-8cc7f9beb6bf4c7799dc2a5e9dc19b0c
Source dataset
uspto-grants-1998_07
Patent number
US05780505

Reaction notes

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