diff --git a/symmetric-jdbc/src/main/java/org/jumpmind/db/platform/mssql/MsSql2000DatabasePlatform.java b/symmetric-jdbc/src/main/java/org/jumpmind/db/platform/mssql/MsSql2000DatabasePlatform.java
index 3285f1521c..61f1abf163 100644
--- a/symmetric-jdbc/src/main/java/org/jumpmind/db/platform/mssql/MsSql2000DatabasePlatform.java
+++ b/symmetric-jdbc/src/main/java/org/jumpmind/db/platform/mssql/MsSql2000DatabasePlatform.java
@@ -20,6 +20,8 @@
  */
 package org.jumpmind.db.platform.mssql;
 
+import java.sql.Types;
+
 import javax.sql.DataSource;
 
 import org.apache.commons.lang.StringUtils;
@@ -93,6 +95,10 @@ public boolean isClob(int type) {
 
     @Override
     public boolean canColumnBeUsedInWhereClause(Column column) {
+        if ((column.getMappedTypeCode() == Types.VARBINARY && column.getSizeAsInt() <= 8000)
+                || column.getMappedTypeCode() == Types.BINARY) {
+            return true;
+        }
         return !column.isOfBinaryType();
     }