Ethanolamine → HCID 178423992, compound

HRID 1708943Notes

Reaction equation

HRID 1708943 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:9][CH:10]=[C:11]([NH:13][C:14]([C:16]3[NH:20][N:19]=[N:18][N:17]=3)=[O:15])[N:12]=2)=[CH:4][CH:3]=1.NCCO>CO>[NH2:17][CH2:16][CH2:14][OH:15].[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:9][CH:10]=[C:11]([NH:13][C:14]([C:16]3[NH:17][N:18]=[N:19][N:20]=3)=[O:15])[N:12]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 700EthanolamineHCID 178423991HCID 178423991, compound

Product 1

HCID 178423992HCID 178423992, compoundYield 184.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To N-(2-(4-methylphenyl)-4-thiazolyl)-1H-tetrazole-5-carboxamide (Ia-5) (100 mg, 0.35 mmol) dissolved in dry methanol (10 ml) was added dropwise 2-aminoethanol (0.23 ml, 0.39 mmol) and the mixture was allowed to react at room temperature for 30 minutes. The solvent was distilled off from the reaction mixture. The residue was crystallized by adding dry ether, filtered with suction and dried to give pale yellow solids of N-(2-(4-methylphenyl)-4-thiazolyl)-1H-tetrazole-5-carboxamide 2-aminoethanol salt (Ia-5") (112 mg, yield 92%), m.p. 172°-175° C.

Workup

  1. customto react at room temperature for 30 minutes
  2. distillationThe solvent was distilled off from the reaction mixture
  3. customThe residue was crystallized
  4. additionby adding dry ether
  5. filtrationfiltered with suction
  6. customdried

Sources & evidence

ORD record
ord-f92c88a875164c1b98cd382c6845938c
Source dataset
uspto-grants-1990_08
Patent number
US04946855

Reaction notes

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