Ethanolamine → HCID 22142587, compound

HRID 2389762Notes

Reaction equation

HRID 2389762 reaction equation
[NH2:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[C:4](Cl)[N:3]=1.[NH2:12][CH2:13][CH2:14][OH:15]>CS(C)=O>[NH2:1][C:2]1[N:3]=[C:4]([NH:12][CH2:13][CH2:14][OH:15])[CH:5]=[CH:6][C:7]=1[N+:8]([O-:10])=[O:9]

Participants

4

Reactant 2

HCID 700EthanolamineHCID 27240356-Chloro-3-nitropyridin-2-ylamine

Product 1

HCID 22142587HCID 22142587, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

2-[(6-Amino-5-nitropyridin-2-yl)amino]ethanol (Example 48A) is prepared in analogy to Example 36A from 2-amino-6-chloro-3-nitropyridine (400 mg, 2.3 mmol) and 2-aminoethanol (282 mg, 4.6 mmol) in DMSO (110° C., 4 h). Removal of the solvent results in a crude product which is precipitated from dichloromethane. The product is filtered off with suction and dried. 283 mg (62% of theory) of the product are obtained.

Workup

  1. customRemoval of the solvent

Sources & evidence

ORD record
ord-d47f83079d51421eba407dc51d331c93
Source dataset
uspto-grants-2012_09
Patent number
US08273752B2

Reaction notes

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