Acetic Acid → HCID 178478057, compound

HRID 2402007Notes

Reaction equation

HRID 2402007 reaction equation
[Br:1][C:2]1[S:3][C:4]([C:15](/[N:17]=[CH:18]\[N:19](C)C)=O)=[C:5]([CH2:7][C:8]2[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][CH:9]=2)[N:6]=1.C(O)(=O)C.O.[NH2:27]N>>[Br:1][C:2]1[S:3][C:4]([C:15]2[NH:17][CH:18]=[N:19][N:27]=2)=[C:5]([CH2:7][C:8]2[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][CH:9]=2)[N:6]=1

Participants

4

Reactant 3

HCID 176Acetic AcidHCID 24654Hydrazine hydrate (1:1)HCID 178484345HCID 178484345, compound

Product 1

HCID 178478057HCID 178478057, compound

Conditions

Temperature
50 °C

Procedure

In a 250 mL round bottomed flask were placed 2-bromo-4-(4-chlorobenzyl)-N-[(1Z)-(dimethylamino)methylene]-1,3-thiazole-5-carboxamide and acetic acid (50 mL, 900 mmol). Hydrazine hydrate (490 uL, 10 mmol) was added and the mixture was stirred for 1 h at 50° C. The mixture was allowed to cool to rt, then was concentrated under reduced pressure to obtain 3-[2-bromo-4-(4-chlorobenzyl)-1,3-thiazol-5-yl]-4H-1,2,4-triazole as a yellowish off-white crystalline solid. The crude material was used in the next step without further purification. LC/MS (FA) ES+ 357.

Workup

  1. customIn a 250 mL round bottomed flask were placed
  2. temperatureto cool to rt
  3. concentrationwas concentrated under reduced pressure

Sources & evidence

ORD record
ord-be6330fe04cd45f19cb0c44dfe5cf5e4
Source dataset
uspto-grants-2014_08
Patent number
US08796271B2

Reaction notes

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