Diisopropylethylamine → HCID 131714808, compound

HRID 364171Notes

Reaction equation

HRID 364171 reaction equation
[Cl:1][C:2]1[C:15]2[C:14](=O)[C:13]3[C:8](=[CH:9][C:10]([O:17][CH3:18])=[CH:11][CH:12]=3)[O:7][C:6]=2[C:5]([N+:19]([O-:21])=[O:20])=[CH:4][CH:3]=1.[CH2:22]([N:24]([CH2:29][CH3:30])[CH2:25][CH2:26][NH:27][NH2:28])[CH3:23].C(N(C(C)C)CC)(C)C>CN(C)C=O>[ClH:1].[N+:19]([C:5]1[CH:4]=[CH:3][C:2]2[N:27]([CH2:26][CH2:25][N:24]([CH2:29][CH3:30])[CH2:22][CH3:23])[N:28]=[C:14]3[C:13]4[CH:12]=[CH:11][C:10]([O:17][CH3:18])=[CH:9][C:8]=4[O:7][C:6]=1[C:15]=23)([O-:21])=[O:20]

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 3028735Ethanamine, N,N-diethyl-2-hydrazino-HCID 13689090HCID 13689090, compound

Product 1

HCID 131714808HCID 131714808, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 5.0 g of 1-chloro-6-methoxy-4-nitro-9H-xanthen-9-one, 2.58 g of [2-(diethylamino)ethyl]-hydrazine, and 3.43 ml of diisopropylethylamine in 100 ml of N,N-dimethylformamide was stirred for two hours. The mixture was evaporated to dryness and the residue was triturated with 2-propanol. The solid was collected, washed with diethylether, and dried at 60° C. in vacuo to afford the title compound, a salt with 1.0 equivalent of hydrogen chloride, mp 285°-288° C.

Workup

  1. customThe mixture was evaporated to dryness
  2. customthe residue was triturated with 2-propanol
  3. customThe solid was collected
  4. washwashed with diethylether
  5. customdried at 60° C. in vacuo

Sources & evidence

ORD record
ord-21a95aa7c0164b1894c5226b9869dcf2
Source dataset
uspto-grants-1986_08
Patent number
US04604390

Reaction notes

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