Diisopropylethylamine → HCID 178464047, compound

HRID 364172Notes

Reaction equation

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

Participants

Conditions

Temperature: 25 °C

Procedure

A mixture of 6.0 g of 1-chloro-6-hydroxy-4-nitro-9H-xanthen-9-one and 5.4 g of [2-(diethylamino)ethyl]-hydrazine and 3.9 ml of diisopropylethylamine in 100 ml of N,N-dimethylformamide was stirred at 25° C. for three hours. The mixture was evaporated and the residue crystallized from 2-propanol to afford the title compound, a salt with one equivalent of hydrogen chloride, mp 285° C. (decomposition).

Workup

customThe mixture was evaporated
customthe residue crystallized from 2-propanol

Sources & evidence

ORD record: ord-f86c2f8e0cf44876847097f114fc4357
Source dataset: uspto-grants-1986_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04604390

Reaction notes

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