Hydrochloric Acid → HCID 57771683, compound

HRID 1174963Notes

Reaction equation

HRID 1174963 reaction equation
[CH3:1][C:2]1[C:10]2[S:9][C:8](N)=[N:7][C:6]=2[CH:5]=[CH:4][C:3]=1[N+:12]([O-:14])=[O:13].N([O-])=O.[Na+].[ClH:19]>O.[Cu]Cl>[Cl:19][C:8]1[S:9][C:10]2[C:2]([CH3:1])=[C:3]([N+:12]([O-:14])=[O:13])[CH:4]=[CH:5][C:6]=2[N:7]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 23668193Sodium NitriteHCID 57771750HCID 57771750, compound

Product 1

HCID 57771683HCID 57771683, compoundYield 79%

Reagents, catalysts & solvents 2

HCID 62652Cuprous chlorideCatalystHCID 962WaterSolvent2×

Procedure

Suspend 7-methyl-6-nitro-benzothiazol-2-ylamine (5.17 g, 24.7 mmol) in conc. HCl (70 mL) and water (70 mL). Add copper (1) chloride (542 mg, 5.47 mmol) followed by slow addition of sodium nitrite (17.4 g, 252 mmol). Stir at rt for 2 h and then add water (100 mL). Filter the solid and dry in a vacuum oven at 40° C. overnight to yield 4.45 g (79%) of the title compound: 1H NMR δH (400 MHz, DMSO) 8.16 (d, J=9.2 Hz, 1H), 8.01 (d, J=8.8 Hz, 1H), 2.71 (s, 3H).

Workup

  1. filtrationFilter the solid
  2. customdry in a vacuum oven at 40° C. overnight

Sources & evidence

ORD record
ord-e2c2ac7ee57a40e0b0e93c274c653a96
Source dataset
uspto-grants-2010_11
Patent number
US07838543B2

Reaction notes

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