Bromine → 2-Amino-4-diethylphosphonomethyloxy-6-bromobenzothiazole

HRID 970714Notes

Reaction equation

HRID 970714 reaction equation
[NH2:1][C:2]1[S:3][C:4]2[CH:10]=[CH:9][CH:8]=[C:7]([O:11][CH2:12][P:13]([O:18][CH2:19][CH3:20])([O:15][CH2:16][CH3:17])=[O:14])[C:5]=2[N:6]=1.[Br:21]Br>CC(O)=O>[NH2:1][C:2]1[S:3][C:4]2[CH:10]=[C:9]([Br:21])[CH:8]=[C:7]([O:11][CH2:12][P:13]([O:15][CH2:16][CH3:17])([O:18][CH2:19][CH3:20])=[O:14])[C:5]=2[N:6]=1

Participants

4

Reactant 2

HCID 24408BromineHCID 542778482-Amino-4-diethylphosphonomethyloxybenzothiazole

Product 1

HCID 545277422-Amino-4-diethylphosphonomethyloxy-6-bromobenzothiazole

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

A solution of 2-amino-4-(diethylphosphonomethyloxy)benzothiazole (1 mmole) in AcOH (6 mL) was cooled to 10° C. and treated with bromine (1.5 mmole) in AcOH (2 mL). After 5 min the mixture was stirred at room temperature for 2.5 h. The yellow precipitate was collected via filtration and washed with CH2Cl2 to give 2-amino-4-diethylphosphonomethyloxy-6-bromobenzothiazole.

Workup

  1. filtrationThe yellow precipitate was collected via filtration
  2. washwashed with CH2Cl2

Sources & evidence

ORD record
ord-362e22892f334b20aa1b0487986559ea
Source dataset
uspto-grants-2007_12
Patent number
US07312219B2

Reaction notes

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