Boron tribromide → HCID 135666744, compound

HRID 1583964Notes

Reaction equation

HRID 1583964 reaction equation
[Cl:1][C:2]1[C:6]([C:7]2[CH:12]=[CH:11][C:10]([O:13]C)=[CH:9][CH:8]=2)=[N:5][S:4][N:3]=1.B(Br)(Br)Br>C(Cl)Cl>[Cl:1][C:2]1[C:6]([C:7]2[CH:12]=[CH:11][C:10]([OH:13])=[CH:9][CH:8]=2)=[N:5][S:4][N:3]=1

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 13537732HCID 13537732, compound

Product 1

HCID 135666744HCID 135666744, compoundYield 87.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

By the method described in `Advanced Organic Synthesis, Methods and Techniques` Academic Press, p 66 (1971), incorporated herein by reference, 2.0 g (0.0088 mole) of 3-chloro-(4-methoxy-phenyl)-1,2,5-thiadiazole (prepared in manner of Example 2) was reacted with 11.0 g (0.044 mole) of boron tribromide in 60 ml of methylene chloride to produce 1.63 g of 3-chloro-4-(4-hydroxyphenyl)-1,2,5-thiadiazole (m.p. 135°-136.5° C.).

Workup

  1. customAdvanced Organic Synthesis, Methods and Techniques` Academic Press, p 66 (1971)

Sources & evidence

ORD record
ord-95b13aaf46674e688370b2077a85cbd9
Source dataset
uspto-grants-1985_11
Patent number
US04555521

Reaction notes

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