Hydrochloric Acid → 1260830-11-2

HRID 1507568Notes

Reaction equation

HRID 1507568 reaction equation
[Br:1][C:2]1[C:10]([CH3:11])=[C:9]2[C:5]([C:6](=O)[C:7](=[O:12])[NH:8]2)=[CH:4][CH:3]=1.O.NN.Cl>>[Br:1][C:2]1[C:10]([CH3:11])=[C:9]2[C:5]([CH2:6][C:7](=[O:12])[NH:8]2)=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 24654Hydrazine hydrate (1:1)HCID 112301886-Bromo-7-methyl-1H-indole-2,3-dione

Product 1

HCID 534044631260830-11-2

Conditions

Temperature
130 °C

Procedure

A mixture of 6-bromo-7-methylindoline-2,3-dione (G. W. Rewcastle et al., J. Med. Chem. 1991, 34(1), 217-222; 7.65 g, 31.9 mmol) and hydrazine monohydrate (35.9 g, 35 ml, 718 mmol) was heated to 130° C. for 3 h and then cooled to 10° C. 37% HCl (72.2 g, 60.2 ml, 733 mmol) was added slowly. The precipitate was filtered through sintered glass, washed excessively with water, than with little heptane and dried under high vacuum. The title compound was obtained as yellow crystals and used for the next reaction without further purification.

Workup

  1. temperaturecooled to 10° C
  2. filtrationThe precipitate was filtered through sintered glass
  3. washwashed excessively with water, than with little heptane
  4. customdried under high vacuum

Sources & evidence

ORD record
ord-669565738159411b8e16c1a5cca09261
Source dataset
uspto-grants-2015_12
Patent number
US09221816B2

Reaction notes

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