Benzoyl isothiocyanate → [3-(3-Benzoyl-thioureido)-pyrazol-1-yl]-acetic acid tert-butyl ester

HRID 1951222Notes

Reaction equation

HRID 1951222 reaction equation
[C:1]([O:5][C:6](=[O:14])[CH2:7][N:8]1[CH:12]=[CH:11][C:10]([NH2:13])=[N:9]1)([CH3:4])([CH3:3])[CH3:2].[C:15]([N:23]=[C:24]=[S:25])(=[O:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>>[C:1]([O:5][C:6](=[O:14])[CH2:7][N:8]1[CH:12]=[CH:11][C:10]([NH:13][C:24]([NH:23][C:15](=[O:22])[C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)=[S:25])=[N:9]1)([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 68284Benzoyl isothiocyanateHCID 62111572tert-butyl 2-(3-amino-1H-pyrazol-1-yl)acetate

Product 1

HCID 86653059[3-(3-Benzoyl-thioureido)-pyrazol-1-yl]-acetic acid tert-butyl ester

Procedure

(3-Amino-pyrazol-1-yl)-acetic acid tert-butyl ester (1.05 g, 5.33 mmol) is added dropwise under argon to a stirred solution of benzoyl isothiocyanate (0.754 ml, 5.4 mmol). After stirring for 5 minutes the reaction mixture is poured onto water and the titled compound, a yellow precipitate, is collected and dried.

Workup

  1. additionis poured onto water
  2. customthe titled compound, a yellow precipitate, is collected
  3. customdried

Sources & evidence

ORD record
ord-80318661d54a4b2c9a81a5a3524f7f33
Source dataset
uspto-grants-2013_03
Patent number
US08404684B2

Reaction notes

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