Sulfuryl chloride → 6-Amino-5,7-Dichloro-2-Methylbenzoxazole

HRID 9866

Reaction equation

HRID 9866 reaction equation
[NH2:1][C:2]1[C:11]([Cl:12])=[CH:10][C:5]2[N:6]=[C:7]([CH3:9])[O:8][C:4]=2[CH:3]=1.S(Cl)([Cl:16])(=O)=O>C(OCC)(=O)C>[NH2:1][C:2]1[C:11]([Cl:12])=[CH:10][C:5]2[N:6]=[C:7]([CH3:9])[O:8][C:4]=2[C:3]=1[Cl:16]

Participants

4

Reactant 2

HCID 24648Sulfuryl chlorideHCID 112754042-Methyl-5-chloro-6-benzoxazolamine

Product 1

HCID 219887696-Amino-5,7-Dichloro-2-Methylbenzoxazole

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

6-Amino-5-chloro-2-methylbenzoxazole (10 g, 54.76 mMole) was dissolved in ethyl acetate (150 mL). At room temperature and with good stirring, sulfuryl chloride (8.8 mL, 109.52 mMole) was added drop by drop over a 20-minute period. As the addition proceeds, additional ethyl acetate (350 mL) was added to keep the mixture stirring. After 1 hour the precipitate was filtered off, washed with ether and air-dried. Yield 10.5 g.

Workup

  1. additionwas added
  2. filtrationAfter 1 hour the precipitate was filtered off
  3. washwashed with ether
  4. customair-dried

Sources & evidence

ORD record
ord-e1a8a1d4fea343c68da40b757c689dec
Source dataset
uspto-grants-2006_08
Patent number
US07091361B2

Linked notes

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