Ammonia → HCID 58110048, compound

HRID 1803166Notes

Reaction equation

HRID 1803166 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]=[C:9]=[S:10])=[CH:4][C:3]=1[O:11][CH3:12].[NH3:13]>CO>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([NH2:13])=[S:10])=[CH:4][C:3]=1[O:11][CH3:12]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 82007988HCID 82007988, compound

Product 1

HCID 58110048HCID 58110048, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Step P (2): To a solution of 1-bromo-4-isothiocyanato-2-methoxybenzene (0.46 g, 1.884 mmol) in methanol (5 mL) was added methanolic ammonia (2.0 M, 4.7). The resulting mixture was stirred at rt for 4 h. The crude mixture was concentrated in vacuo. The solid was dried under high vacuum to afford 0.49 g (100% yield) the titled compound as a white solid. LC-MS (M+H)+ 263.0. 1H NMR (400 MHz, methanol-d4) δ ppm 7.48 (d, J=8.31 Hz, 1 H) 7.21 (br. s., 1 H) 6.78 (dd, J=8.31, 2.27 Hz, 1 H) 3.85 (s, 3 H). The product was used for subsequent chemistry without purification.

Workup

  1. concentrationThe crude mixture was concentrated in vacuo
  2. customThe solid was dried under high vacuum

Sources & evidence

ORD record
ord-e6595920f6084a7d939751f8a1aba12f
Source dataset
uspto-grants-2013_01
Patent number
US08349880B2

Reaction notes

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