Thiophosgene → HCID 178440816, compound

HRID 30794

Reaction equation

HRID 30794 reaction equation
[C:1]([C:5]1[CH:6]=[C:7]([NH2:11])[CH:8]=[CH:9][CH:10]=1)([CH3:4])([CH3:3])[CH3:2].C(=O)(O)[O-].[Na+].C(Cl)(Cl)=[S:18]>CC(C)=O>[N-:11]=[C:7]=[S:18].[C:1]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 10040ThiophosgeneHCID 793343-tert-ButylanilineHCID 516892Sodium Bicarbonate

Product 1

HCID 178440816HCID 178440816, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To 3-(tert-butyl)phenylamine in acetone at 0° C. was added sodium bicarbonate (2 eq) and thiophosgene (2 eq). The mixture was brought to ambient temperature and concentrated and partitioned between ethyl acetate and water. The organic layer was dried with sodium bicarbonate and sodium sulfate and concentrated to yield 3-(tert-butyl)benzenisothiocyanate. MS: MH+=192.

Workup

  1. customwas brought to ambient temperature
  2. concentrationconcentrated
  3. custompartitioned between ethyl acetate and water
  4. dry with materialThe organic layer was dried with sodium bicarbonate and sodium sulfate
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-5c2f9b6dcb724652b0a751510608c005
Source dataset
uspto-grants-2008_09
Patent number
US07423150B2

Linked notes

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